Hydrochloric Acid → Tetrahydrothiopyran-4-carboxylic acid

A solution of 1.97 g (15.5 mmol) of tetrahydro-thiopyran-4-carbonitrile in 5 mL of ethanol (EtOH) was added to a solution of 6.2 g (155 mmol) of sodium hydroxide (NaOH) in 30 mL of EtOH and 15 mL of water, and the resulting mixture was heated at reflux for 4 h. The reaction mixture was cooled in an ice bath, acidified with concentrated hydrochloric acid to pH=2, and then concentrated to give a precipitate which was filtered to afford 1.36 g (60%) of desired tetrahydro-thiopyran-4-carboxylic acid as a brown crystalline solid as indicated by 1H NMR.

1. temperaturethe resulting mixture was heated
2. temperatureat reflux for 4 h
3. temperatureThe reaction mixture was cooled in an ice bath
4. concentrationconcentrated
5. customto give a precipitate which
6. filtrationwas filtered

ORDレコード

ord-7dece2fd7d37467bbf55b4ed9dc15e04

出典データセット

uspto-grants-2007_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07196111B2