Borane → HCID 12084156、化合物

To 10 ml of a THF solution of 1.53 g (10 mmol) of the optically active 3-(2-thienyl)-3-hydroxypropanenitrile obtained in Example 6, slowly added was 1.23 ml (13 mmol) of borane.dimethylsulfide complex. After removing the dimethylsulfide by reducing the pressure, the reaction mixture was refluxed for 2.5 hours. The reaction was stopped by addition of a methanol/hydrochloric acid solution, and the methanol was distilled off under vacuum. After neutralizing with a SN aqueous solution of sodium hydroxide, the solvent was distilled off, a further aqueous solution of sodium hydroxide was added to make the reaction solution basic, and this was then extracted with methylene chloride. This methylene chloride solution was dried with anhydrous sodium sulfate, and the solvent was then distilled off under vacuum to give 1.28 g (yield 81%, 1H-NMR) of optically active 1-(2-thienyl)-3-aminopropanol.

1. customAfter removing the dimethylsulfide
2. temperaturethe reaction mixture was refluxed for 2.5 hours
3. additionThe reaction was stopped by addition of a methanol/hydrochloric acid solution
4. distillationthe methanol was distilled off under vacuum
5. distillationthe solvent was distilled off
6. additiona further aqueous solution of sodium hydroxide was added
7. extractionthis was then extracted with methylene chloride
8. dry with materialThis methylene chloride solution was dried with anhydrous sodium sulfate
9. distillationthe solvent was then distilled off under vacuum

ORDレコード

ord-ddb96b3b28e841a5a33b0dcdfb8f1fc4

出典データセット

uspto-grants-2004_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06686505B2