Water → 1-[2-(Methylthio)Ethyl]Cyclopentane Carboxylic Acid Methyl Ester

To a solution of 1-(2-bromoethyl)cyclopentane carboxylic acid methyl ester (2.0 mmol, 472 mg) in DMF (5 mL) was added sodium thiomethoxide (2.65 mmol, 186 mg). The reaction mixture was stirred for 15 h at room temperature and was poured into water (30 mL). The organic compound was extracted into diethyl ether (2×20 mL). The combined extracts were washed with a saturated solution of sodium chloride (50 mL) and dried over anhydrous magnesium sulfate. After filtration of the drying agent, the solution was concentrated under vacuum and the resulting residue was purified by silica gel column chromatography to afford 334 mg (82%) of a colorless oil. HR MS C10H18O2S): Obs mass, 202.1024. Calcd mass, 202.1028 (M+).

1. extractionThe organic compound was extracted into diethyl ether (2×20 mL)
2. washThe combined extracts were washed with a saturated solution of sodium chloride (50 mL)
3. dry with materialdried over anhydrous magnesium sulfate
4. filtrationAfter filtration of the drying agent
5. concentrationthe solution was concentrated under vacuum
6. customthe resulting residue was purified by silica gel column chromatography

ORDレコード

ord-5d6dfeb4a0f74b4692026cdd63106cd0

出典データセット

uspto-grants-2004_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06806365B2