3-CHLORO-1-(2-THIENYL)-1-PROPANOL synthesis

Yield:260354-12-9 94.62%

Reaction Conditions:

Stage #1: 3-chloro-1-(2-thienyl)propan-1-onewith sodium tetrahydroborate in dichloromethane;sodium dodecyl-sulfate at 20 - 35; for 3 h;
Stage #2: with acetic acid in dichloromethane;sodium dodecyl-sulfate;

Steps:

2

EXAMPLE-2: Preparation of 3-Chloro-l-thiophen-2-yl-propane-l-ol (III); 497 gm (2.8481 mole) S-Chloro-l-thiophen^-yl-propane-l-one and 3976 ml(8.0 v/w) methylene dichloride were taken into 4 neck 1OL RBF at 25 to 35⁰C. 107.74 gm (2.8481 mole) NaBH₄ solution in 3771.10 ml (35.0 V/W) SDS was added at 10- 2O⁰C and reaction mixture was stirred for 3 hours. The reaction mixture was treated with 100 mL acetic acid to adjust the pH. The reaction mixture was treated with 3 Liter of water at 25-35⁰C and stirred for 30 minutes to separate layer. Aqueous layer was extracted with 1 Liter of methylene dichloride. Combined organic layer was washed with 2 Liter fresh water and then 2 Liter 10% NaHCO3 solution. Organic layer was distilled out at 45-5O⁰C under vacuum to yield 475 gm (94.62%) dark brown liquid residue of title compound.

References:

WO2008/81476,2008,A2 Location in patent:Page/Page column 36; 39