(R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol
- Product Name
- (R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol
- CAS No.
- 330156-50-8
- Chemical Name
- (R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol
- Synonyms
- 100968;Crizotinib Impurity 5;Crizotinib Impurity E;Crizotinib InterMediate;6-Dichloro-3-fluorophenyl)ethanol;(R)-2,6-Dichloro-3-fluoro-α(R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol;(R)-1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol;(1R)-1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol;(R)-2,6-Dichloro-3-fluoro-α-methylbenzyl Alcohol
- CBNumber
- CB51503930
- Molecular Formula
- C8H7Cl2FO
- Formula Weight
- 209.04
- MOL File
- 330156-50-8.mol
(R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol Property
- Melting point:
- 41.0 to 45.0 °C
- Boiling point:
- 261 °C
- Density
- 1.406
- Flash point:
- 112 °C
- storage temp.
- 2-8°C
- solubility
- soluble in Methanol
- form
- powder to crystal
- pka
- 13.30±0.20(Predicted)
- color
- White to Almost white
- InChI
- InChI=1/C8H7Cl2FO/c1-4(12)7-5(9)2-3-6(11)8(7)10/h2-4,12H,1H3/t4-/s3
- InChIKey
- JAOYKRSASYNDGH-SCSAIBSYSA-N
- SMILES
- C1([C@@H](C)O)=C(Cl)C=CC(F)=C1Cl |&1:1,r|
Safety
- HS Code
- 2906.29.6000
- HazardClass
- IRRITANT
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- D4577
- Product name
- (R)-2,6-Dichloro-3-fluoro-alpha-methylbenzyl Alcohol
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $22
- Updated
- 2025/07/31
- Product number
- D4577
- Product name
- (R)-2,6-Dichloro-3-fluoro-alpha-methylbenzyl Alcohol
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $69
- Updated
- 2025/07/31
- Product number
- D434238
- Product name
- (R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol
- Packaging
- 5g
- Price
- $165
- Updated
- 2021/12/16
- Product number
- D434238
- Product name
- (R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol
- Packaging
- 50g
- Price
- $800
- Updated
- 2021/12/16
- Product number
- HCH0051077
- Product name
- (1R)-1-(2,6-DICHLORO-3-FLUOROPHENYL)ETHAN-1-OL
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $983.52
- Updated
- 2021/12/16
(R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol Chemical Properties,Usage,Production
Description
(R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol is an alcohol derivative and can be used as a pharmaceutical intermediate.
Uses
(R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol is used in the synthesis of anti-tumor molecular targeted drug of Crizotinib (C785000).
Synthesis
756520-66-8
330156-50-8
1. Primary crystallization: 30 g of 1-(2,6-dichloro-3-fluorophenyl)ethanol was dissolved in 105 mL of petroleum ether and heated and stirred under argon protection for 40 minutes until complete dissolution. (R)-1-(2,6-dichloro-3-fluorophenyl)ethanol crystal seed was added, and the crystal seed was observed to become smaller after 45 min; the crystal seed completely disappeared after 1 h; a white solid precipitate precipitated after 3.5 h (precipitated to the bottom); the reaction was stopped after 10 h, and no further separation was required. Filtration and drying gave 22 g of product in 73.3% yield. The enantiomeric excess (ee) was 62.5% as detected by chiral chromatography. 2. Secondary crystallization: 30 g of the primary crystallization product was dissolved in 105 mL of petroleum ether and heated and stirred under argon protection for 45 min until complete dissolution. Add (R)-1-(2,6-dichloro-3-fluorophenyl)ethanol crystalline seed, after 45 minutes, the crystalline seed was observed to become smaller; after 1 hour, the crystalline seed completely disappeared; after 3.5 hours, a white solid precipitate precipitated (precipitated to the bottom); after 10 hours, the reaction was stopped, and there was no need for further separation. Filtration and drying gave 22 g of product in 73.3% yield. The enantiomeric excess (ee) was 95.0% by chiral chromatography. 3. Tertiary crystallization: 30 g of the secondary crystallization product was dissolved in 105 mL of petroleum ether and heated and stirred under argon protection for 40 min until complete dissolution. 45 min later, (R)-1-(2,6-dichloro-3-fluorophenyl)ethanol crystals were added; the crystals disappeared completely after 1 h; a white solid precipitate precipitated (to the bottom of the precipitate) after 3.5 h; the reaction was stopped after 10 h, and there was no need for further separation. The reaction was stopped after 10 hours without further separation. The reaction was stopped after 10 hours without further separation. 23 g of the product was obtained by filtration and drying, with a yield of 76.7%. The enantiomeric excess (ee) was 99.6% by chiral chromatography.
References
[1] Patent: CN105237346, 2016, A. Location in patent: Paragraph 0062; 0063; 0064; 0065; 0066; 0067; 0068-0069
[2] Patent: WO2012/48259, 2012, A2. Location in patent: Page/Page column 37
[3] Patent: WO2012/48258, 2012, A2. Location in patent: Page/Page column 30
[4] Patent: WO2013/17989, 2013, A1
(R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol manufacturers
- Product
- (R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol 330156-50-8
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-21
- Product
- (R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol 330156-50-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 100kg
- Release date
- 2023-03-19
- Product
- (R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol 330156-50-8
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10