ChemicalBook > CAS DataBase List > 3-AMINO-3-(4-CHLORO-PHENYL)-PROPAN-1-OL

3-AMINO-3-(4-CHLORO-PHENYL)-PROPAN-1-OL

Product Name
3-AMINO-3-(4-CHLORO-PHENYL)-PROPAN-1-OL
CAS No.
68208-26-4
Chemical Name
3-AMINO-3-(4-CHLORO-PHENYL)-PROPAN-1-OL
Synonyms
RARECHEM AK ML 0281;3-Amino-3-(4-chlorophenyl);DL-beta-(4-chlorophenyl)alaninol;Benzenepropanol, γ-amino-4-chloro-;gamma-Amino-4-chlorobenzenepropanol;3-(4-chlorophenyl)-3-aMino-1-propanol;3-AMino-3-(4-chlorophenyl)-1-propanol;3-AMINO-3-(4-CHLORO-PHENYL)-PROPAN-1-OL;Benzenepropanol, .gamma.-amino-4-chloro-;REF DUPL: DL-beta-(4-chlorophenyl)alaninol
CBNumber
CB9309199
Molecular Formula
C9H12ClNO
Formula Weight
185.65
MOL File
68208-26-4.mol
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3-AMINO-3-(4-CHLORO-PHENYL)-PROPAN-1-OL Property

storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
InChI
InChI=1S/C9H12ClNO/c10-8-3-1-7(2-4-8)9(11)5-6-12/h1-4,9,12H,5-6,11H2
InChIKey
JGNACDMQJLVKIU-UHFFFAOYSA-N
SMILES
C1(C=CC(Cl)=CC=1)C(N)CCO
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

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

P310Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

TRC
Product number
A604028
Product name
3-Amino-3-(4-chlorophenyl)-1-propanol
Packaging
100mg
Price
$60
Updated
2021/12/16
TRC
Product number
A604028
Product name
3-Amino-3-(4-chlorophenyl)-1-propanol
Packaging
500mg
Price
$200
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA140207
Product name
3-Amino-3-(4-chlorophenyl)propan-1-ol
Packaging
2g
Price
$214
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA140207
Product name
3-Amino-3-(4-chlorophenyl)propan-1-ol
Packaging
500mg
Price
$70
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA140207
Product name
3-Amino-3-(4-chlorophenyl)propan-1-ol
Packaging
1g
Price
$123
Updated
2021/12/16
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3-AMINO-3-(4-CHLORO-PHENYL)-PROPAN-1-OL Chemical Properties,Usage,Production

Uses

3-Amino-3-(4-chlorophenyl)-1-propanol is a useful reactant for the synthesis of meta-?functionalized pyridines.

Synthesis

19947-39-8

68208-26-4

General procedure for the synthesis of 3-amino-3-(4-chlorophenyl)propan-1-ol from 3-amino-3-(4-chlorophenyl)propionic acid: preparation of intermediate 29: 3-amino-3-(4-chlorophenyl)propionic acid (2.50 g, 12.52 mmol) was suspended in THF (75 mL) under nitrogen protection and cooled to 0 °C. To this suspension was added 3-amino-3-(4-chlorophenyl)propan-1-ol borane-tetrahydrofuran complex (94.0 mL, 93.92 mmol) dropwise over 20 min. After the dropwise addition was completed, the reaction mixture was stirred at 0°C for 30 minutes, followed by warming to 22°C and continued stirring for 5 hours. Upon completion of the reaction, the reaction mixture was added to methanol (500 mL) in batches. The mixture was concentrated, redissolved in methanol (250 mL) and concentrated again (this process was repeated three times). The residue was dissolved in DCM (200 mL) and washed with 1N NaOH (150 mL). The aqueous layer was back-extracted with DCM (5 x 100 mL) and all organic layers were combined. The combined organic layers were washed with saturated brine (2 × 150 mL), dried over MgSO4 and concentrated to give a white semi-solid. The crude product was purified by fast silica gel chromatography with an elution gradient of 5% to 7% (10:1 MeOH/concentrated NH3 (aqueous solution)) of DCM solution. The pure grades were collected and evaporated to dryness to afford 3-amino-3-(4-chlorophenyl)propan-1-ol (1.320 g, 56.8% yield) as a white solid.1H NMR (399.902 MHz, CDCl3) δ 1.87 (2H, m), 2.34 (2H, br.s), 3.79 (2H, m), 4.13 (1H, t), 7.24 (2H, d), 7.32 (2H, d).MS m/e MH+ 169.

References

[1] Journal of Medicinal Chemistry, 2013, vol. 56, # 5, p. 2059 - 2073
[2] Patent: WO2009/47563, 2009, A1. Location in patent: Page/Page column 102-103

3-AMINO-3-(4-CHLORO-PHENYL)-PROPAN-1-OL Preparation Products And Raw materials

Raw materials

Preparation Products

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