(1R)-3-Chloro-1-phenyl-propan-1-ol
- Product Name
- (1R)-3-Chloro-1-phenyl-propan-1-ol
- CAS No.
- 100306-33-0
- Chemical Name
- (1R)-3-Chloro-1-phenyl-propan-1-ol
- Synonyms
- 3-CHLORO-1-PHENYLPROPAN-1-OL;(R)-3-CHLORO-1-PHENYL-1-PROPANOL;(1R)-3-Chloro;Dapaxetine Inter.;Dapoxetine Impurity M;(R)-(+)-3-CHLORO-1-PHENYL-1-PR;R(+)-3-CHLORO-1-PHENYLPROPANOL;α-(2-chloroethyl)benzyl alcohol;(+)-3-Chloro-1-phenyl-1-propanol;(R)-3-CHLORO-1-PHENYL-PROPAN-1-OL
- CBNumber
- CB6104786
- Molecular Formula
- C9H11ClO
- Formula Weight
- 170.64
- MOL File
- 100306-33-0.mol
(1R)-3-Chloro-1-phenyl-propan-1-ol Property
- Melting point:
- 58-60 °C (lit.)
- Boiling point:
- 296.4±20.0 °C(Predicted)
- alpha
- 26 º (c=1, chloroform)
- Density
- 1.149±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 13.92±0.20(Predicted)
- form
- Powder
- color
- White to yellow
- optical activity
- [α]24/D +26°, c = 1 in chloroform
- BRN
- 5250766
- InChI
- InChI=1/C9H11ClO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5,9,11H,6-7H2/t9-/s3
- InChIKey
- JZFUHAGLMZWKTF-SECBINFHSA-N
- SMILES
- [C@@H](C1C=CC=CC=1)(O)CCCl |&1:0,r|
- CAS DataBase Reference
- 100306-33-0(CAS DataBase Reference)
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.
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.
N-Bromosuccinimide Price
- Product number
- C2423
- Product name
- (R)-(+)-3-Chloro-1-phenyl-1-propanol
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $63
- Updated
- 2025/07/31
- Product number
- C379596
- Product name
- (R)-(+)-3-Chloro-1-phenyl-1-propanol
- Packaging
- 10g
- Price
- $215
- Updated
- 2021/12/16
- Product number
- C379596
- Product name
- (R)-(+)-3-Chloro-1-phenyl-1-propanol
- Packaging
- 2.5g
- Price
- $135
- Updated
- 2021/12/16
- Product number
- C379596
- Product name
- (R)-(+)-3-Chloro-1-phenyl-1-propanol
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- JK106065
- Product name
- (R)-(+)-3-Chloro-1-phenyl-1-propanol
- Purity
- 98%
- Packaging
- 1g
- Price
- $66
- Updated
- 2021/12/16
(1R)-3-Chloro-1-phenyl-propan-1-ol Chemical Properties,Usage,Production
Chemical Properties
Off-white Cryst
Uses
Intermediate in the preparation of (S)-Norfluoxetine
Uses
(R)-(+)-3-Chloro-1-phenyl-1-propanol may be used as a building block in the synthesis of antidepressants such as (R)- and (S)-tomoxetine, fluoxetine and nisoxetine. It may also be used in the synthesis of biologically active 2-substituted chromans such as tephrowatsin E.
Synthesis
936-59-4
100306-33-0
Step 1: To a dry flask was added (S)-(-)-α,α-diphenylprolinol (0.30 g, 1.19 mmol) and anhydrous toluene (7 mL). The reaction system was placed under a nitrogen atmosphere by evacuating and displacing three times with nitrogen. A solution of borane tetrahydrofuran complex [BH3?THF; 1 M solution of THF] stabilized with 5 mM NaBH4 (0.35 mL, 3.56 mmol) was added slowly and dropwise at 30 °C, followed by stirring the clarified solution for 30 min. Step 2: To the above stirred solution was added a solution of anhydrous toluene (1 mL) of 3-chloro-1-phenylpropan-1-one (1 g, 5.93 mmol). The reaction mixture was stirred at room temperature for 15 min before BH3?THF (6 mL, 61.44 mmol) was added within 3 min. After continued stirring for 9 min, the reaction flask was cooled in an ice bath, the reaction was quenched sequentially with methanol (10 mL), isopropanol (10 mL), and hydrochloric acid (3 mL), and filtered through a pad of diatomaceous earth. The filtrate was concentrated to dryness and the product was crystallized from hexane to give (R)-(+)-3-chloro-1-phenyl-1-propanol as a white fluffy solid (4.91 g). Yield: 97%; Melting point: 57-59°C; [α]D25 = +25.7° (c 1, CHCl3); 1H NMR (400 MHz, CDCl3): δ 2.07-2.16 (m, 2H), 2.20-2.32 (m, 1H), 3.51-3.62 (m, 1H), 3.71-3.80 (m, 1H), 4.91 -4.98 (m, 1H), 7.37-7.43 (m, 5H); 13C NMR (400 MHz, CDCl3): δ 41.45, 41.73, 71.34, 125.80, 127.94, 128.69, 143.71; MS (EI+) m/z: 170 [M+], 172 [M+2], relative intensity ratio ca. is 3:1.
References
[1] Tetrahedron Letters, 1989, vol. 30, # 39, p. 5207 - 5210
[2] Synthetic Communications, 2009, vol. 39, # 15, p. 2737 - 2746
[3] Journal of the Brazilian Chemical Society, 2010, vol. 21, # 3, p. 431 - 435
[4] Chemical Communications, 2015, vol. 51, # 26, p. 5725 - 5727
[5] European Journal of Medicinal Chemistry, 2016, vol. 109, p. 157 - 172
(1R)-3-Chloro-1-phenyl-propan-1-ol Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (1R)-3-Chloro-1-phenyl-propan-1-ol manufacturers
- Product
- (1R)-3-Chloro-1-phenyl-propan-1-ol 100306-33-0
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 5tons
- Release date
- 2024-11-29
- Product
- (1R)-3-Chloro-1-phenyl-propan-1-ol 100306-33-0
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-03-05
- Product
- Dapoxetine impurity 65 100306-33-0
- Price
- US $0.00/mg
- Min. Order
- 10mg
- Purity
- 0.98
- Supply Ability
- 10g
- Release date
- 2024-04-03