ChemicalBook > CAS DataBase List > (R)-(-)-3-Pyrrolidinol hydrochloride

(R)-(-)-3-Pyrrolidinol hydrochloride

Product Name: (R)-(-)-3-Pyrrolidinol hydrochloride
CAS No.: 104706-47-0
Chemical Name: (R)-(-)-3-Pyrrolidinol hydrochloride
Synonyms: (R)-TETRAHYDROFURAN-3-AMINE HYDROCHLORIDE;(R)-pyrrolidin-3-ol hydrochloride;(S)-3-PYRROLIDINOL HYDROCHLORIDE;(3R)-Pyrrolidin-3-ol hydrochloride;(R)-3-HYDROXYPYRROLIDINE HYDROCHLORIDE;idinoL;CAS:104706-47-0;(R)-(-)-3-PyrroL;TIMTEC-BB SBB004272;(R)-3-Hydroxypyrroli
CBNumber: CB6125385
Molecular Formula: C4H10ClNO
Formula Weight: 123.58
MOL File: 104706-47-0.mol

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(R)-(-)-3-Pyrrolidinol hydrochloride Property

Melting point:: 104-107 °C(lit.)
alpha: -7.6°(20/D, c=3,5, CH3OH)
refractive index: -7.8 ° (C=3.5, MeOH)
storage temp.: Inert atmosphere,Room Temperature
solubility: Soluble in DMSO.
form: Solid
color: Pale Brown
optical activity: [α]20/D 7.6°, c = 3.5 in methanol
BRN: 4450078
InChI: InChI=1/C4H9NO.ClH/c6-4-1-2-5-3-4;/h4-6H,1-3H2;1H/t4-;/s3
InChIKey: QPMSJEFZULFYTB-PGMHMLKASA-N
SMILES: [C@H]1(O)CNCC1.Cl |&1:0,r|
CAS DataBase Reference: 104706-47-0(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38-41-38-37
Safety Statements: 26-36-38
WGK Germany: 3
F: 3-10
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 430722
Product name: (R)-3-Pyrrolidinol hydrochloride
Purity: 98%
Packaging: 1G
Price: $45
Updated: 2025/07/31

Sigma-Aldrich

Product number: 430722
Product name: (R)-3-Pyrrolidinol hydrochloride
Purity: 98%
Packaging: 10g
Price: $153
Updated: 2025/07/31

TCI Chemical

Product number: P1140
Product name: (R)-(-)-3-Pyrrolidinol Hydrochloride
Purity: >98.0%(T)
Packaging: 5g
Price: $91
Updated: 2025/07/31

TCI Chemical

Product number: P1140
Product name: (R)-(-)-3-Pyrrolidinol Hydrochloride
Purity: >98.0%(T)
Packaging: 25g
Price: $320
Updated: 2025/07/31

TRC

Product number: H953050
Product name: (R)-(-)-3-HydroxypyrrolidineHydrochloride
Packaging: 25g
Price: $225
Updated: 2021/12/16

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(R)-(-)-3-Pyrrolidinol hydrochloride Chemical Properties,Usage,Production

Chemical Properties

Llight brown crystalline

Uses

(R)-3-Hydroxypyrrolidine hydrochloride is used as a darifenacin Intermediate.

Uses

(R)-3-Pyrrolidinol hydrochloride can be used as a building block to synthesize:

Biaryl carboxamide functional groups containing bis-aminopyrrolidine ureas as potential antagonists of the melanin-concentrating hormone receptor-1.
Pyrrolidinol based ionic liquids.
Optically active 2-tritylpyrrolidine based organocatalysts.

Uses

(R)-(-)-3-Pyrrolidinol hydrochloride is a chiral hydroxy derivative of pyrrlodine used in the preparation of chiral niologically active compounds such as muscarinic receptor antagonists and antimicrobial agents.

Synthesis

51-35-4

104706-47-0

Example 1: Preparation of (R)-3-hydroxypyrrolidine hydrochloride (Formula VII): cyclohexanol (80 liters) was added to the reactor and heated to 155°C. Water was removed by azeotropic distillation until the water content in the solvent did not exceed 0.2% (w/w). The solvent was then cooled to 45 °C and (2S,4R)-4-hydroxy-2-pyrrolidinecarboxylic acid (15 kg) was added and stirred for 10 min. Methyl isobutyl ketone (4.275 liters) was added to the reaction mixture, reheated to 154°C and maintained at this temperature for 5 hours of reaction. The reaction process was monitored by thin layer chromatography. Upon completion of the reaction, the reaction mixture was cooled to 0 °C under nitrogen protection and the pH was adjusted to 1.0-2.0 with ether-HCl (41 l). pH adjustment was completed, the temperature was raised to 25 °C and maintained for 2-3 h. The reaction mixture was then heated to 154 °C and maintained at this temperature for 5 h. The solid product was filtered and the reaction mixture was then heated to 154 °C. The solid product was collected by filtration and washed successively with ethyl acetate (30 liters in two portions) and isopropanol (15 liters). The wet solid was dried by suction for 1-2 hours and then dried under reduced pressure at 55°C for 5 hours to give 10.7 kg (R)-3-hydroxypyrrolidine hydrochloride in 76% yield and 98.5% HPLC purity.

Purification Methods

The (±)-isomer is purified by repeated distillation ( b 102-104o/12mm, 108-110o/18mm), and the (±)-picrate crystallises from EtOH with m 140-141o. The R(+)-enantiomer has b 70o/0.6mm and [] D +5.6o (c 3.63, MeOH). Its hydrochloride has a negative rotation and its dimethiodide has m 230o and [] 24 -8.02o. [Suyama & Kanno Yakugaku Zasshi (J Pharm Soc Japan) 85 531 1965, Uno et al. J Heterocycl Chem 24 1025 1987, Flanagan & Joullie Heterocycles 26 2247 1987, Beilstein 21 III/IV 44.]

References

[1] Patent: WO2008/100651, 2008, A2. Location in patent: Page/Page column 15; 32-33
[2] Patent: WO2015/110886, 2015, A1. Location in patent: Page/Page column 14
[3] Patent: WO2004/56767, 2004, A1. Location in patent: Page 14
[4] Journal of Medicinal Chemistry, 1992, vol. 35, # 10, p. 1764 - 1773

(R)-(-)-3-Pyrrolidinol hydrochloride Preparation Products And Raw materials

Raw materials

Ethanol Calcium chloride Acetyl chloride Benzylamine Sodium borohydride Tetrahydrofuran Ethyl acetate Lithium Aluminum Hydride Hydrochloric acid Dichloromethane Cyclohexanol Acetic acid Methanol Sodium hydroxide 2-Cyclohexen-1-one L-Hydroxyproline PETROLEUM ETHER HEAVY DISTILLATE D(+)-Malic acid

Preparation Products

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View Lastest Price from (R)-(-)-3-Pyrrolidinol hydrochloride manufacturers

Hebei Fengjia New Material Co., Ltd

Product: (R)-(-)-3-Pyrrolidinol hydrochloride 104706-47-0
Price: US $120.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 1000000
Release date: 2024-08-15

Hebei Ganmiao New material Technology Co., LTD

Product: (R)-(-)-3-Pyrrolidinol hydrochloride 104706-47-0
Price: US $10.00-7.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20ton
Release date: 2024-06-05

Chongqing Chemdad Co.,Ltd

Product: (R)-(-)-3-Pyrrolidinol hydrochloride 104706-47-0
Price: US $200.00/KG
Min. Order: 1KG
Purity: 98
Supply Ability: 100kg
Release date: 2019-06-27

104706-47-0, (R)-(-)-3-Pyrrolidinol hydrochlorideRelated Search:

N-Vinyl-2-pyrrolidone Topotecan hydrochloride Polyvinylpyrrolidone Crospovidone 3-Pyrrolidinol PYRROLIDONE HYDROTRIBROMIDE N-Methyl-2-pyrrolidone Povidone iodine METHYL-2-PYRROLIDONE Scopine hydrochloride HYOSCINE HYDROCHLORIDE 3-PYRROLIDINOL HYDROCHLORIDE (S)-(-)-3-PYRROLIDINOL HYDROCHLORIDE,(S)-3-PYRROLIDINOL HYDROCHLORIDE,3-PYRROLIDINOL, HYDROCHLORIDE, (3S),(S)-(+)-3-PYRROLIDINOL HYDROCHLORIDE,98% DL-3-PYRROLIDINOL Darifenacin 3-FURANAMINE, TETRAHYDRO- (R)-3-Hydroxypyrrolidine trans-4-Hydroxy-L-proline methyl ester hydrochloride

(R)-(-)-3-PYRROLIDINOL HCL

(R)-3-Hydroxypyrrolidine hydrochloride, (R)-3-Pyrrolidinol hydrochloride

(3R)-Pyrrolidin-3-ol hydrochloride

(R)-()-3-Pyrrolidinol hydrochloride ,97%

(R)-3-Hydroxypyrroli

(3R)-3-Hydroxypyrrolidine hydrochloride

(R)-3-Pyrrolindinol hydrochloride

(R)-3-HYDROXYPYRROLIDINE HYDROCHLORIDE

(R)-3-AMINOTETRAHYDROFURAN HYDROCHLORIDE

TIMTEC-BB SBB004272

(R)-(-)-3-Pyrrolidonol hydrochloride

(R)-(-)-3-PYRROLIDINOL HYDROCHLORIDE, 98 %

(R)-(-)-3-PYRROLIDINOL HYDROCHLORIDE 98%

(R)-pyrrolidin-3-ol hydrochloride

(R)-3-Hydroxypyrrolidine Hydrochloride (Darifenacin)

(R)-(-)-3-PyrroL

idinoL

Product naMe (R)-(-)-3-Pyrrolidinol hydrochloride

(R)-pyrrolidin-3-ol HCl

3-Pyrrolidinol,hydrochloride (1:1), (3R)

(R)-(-)-3-Pyrrolidinol hydrochloride SynonyMs (R)-3-Hydroxypyrrolidine hydrochloride

(<i>R</i>)-(-)-3-Pyrrolidinol hydrochloride

(3R)-Pyrrolidin-3-ol, HCl

(R)-3-hydroxyp yrrolidine hydrochlorode

(R)-Tetrahydrofuran-3-ol hydrochloride

(R)-3-Pyrrolidinol Hydrochloride,99%e.e.

3-PYRROLIDINOL, HYDROCHLORIDE, (3R)-

3-PYRROLIDINOL, HYDROCHLORIDE, (3S)

3R-HYDROXYPYROLIDINE HCL

3-FURANAMINE, TETRAHYDRO-, (R)-, HYDROCHLORIDE

(S)-PYRROLIDIN-3-OL HCL

(S)-PYRROLIDINE-3-OL HYDROCHLORIDE

(R)-TETRAHYDROFURAN-3-AMINE HYDROCHLORIDE

(R)-PYRROLIDINE-3-OL HYDROCHLORIDE

(S)-3-HYDROXY PYRROLIDINE HCL

(S)-(-)-3-PYRROLIDINOL HYDROCHLORIDE

(S)-3-PYRROLIDINOL HYDROCHLORIDE

(R)-(-)-3-PYRROLIDINOL HYDROCHLORIDE

(R)-(+)-3-PYRROLIDINOL HYDROCHLORIDE

(R)-3-PYRROLIDINOL HYDROCHLORIDE

(R)-3-HYDROXYPYRROLIDINE HCL

(R)-(-)-3-HYDROXYPYRROLIDINE HYDROCHLORIDE

(3R)-3-Pyrrolidinol, hydrochloride (1:1)

(R)-(-)-3-PyrrolidinolHydrochloride&gt

(R) - (-) -3-pyrrolidine hydrochloride

(R)-(-)-3-Pyrrolidinol hydrochloride ISO 9001：2015 REACH

104706-47-0 (R)-(-)-3-Pyrrolidinol hydrochloride C4H10ClNO

(3R)-3-Pyrrolidinol HCl

(3R)-3-Pyrrolidinol hydrochloride

CAS:104706-47-0

(R)-(–)-3-Pyrrolidinol hydrochloride, CAS 104706-47-0

104706-47-0

C4H10CINO

C4H9NOHClC4H10ClNO

C4H9NOClH

C4H10ClNOC4H9NOHCl

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