Thioglycolic Acid → HCID 40476034, compound

Mercaptoacetic acid (18.5 g), 0.20 mole) was added to methanol (125 ml) containing sodium methoxide [prepared from sodium (9.3 g, 0.40 mole)] cooled by an ice bath. After 20 minutes, cyclohexene oxide was added slowly during 20 minutes. The ice bath was removed, and the reaction mixture was stirred at room temperature for 4 hours at which time it was poured into water (250 ml) containing concentrated hydrochloric acid (50 ml) and brine (200 ml). The reaction mixture was extracted three times with 150 ml of diethyl ether. The combined diethyl ether extracts were washed twice with 50 ml of brine, dried over anhydrous magnesium sulfate, filtered and concentrated with a rotary evaporator to give the product as an oil. The structure was supported by NMR.

1. temperaturecooled by an ice bath
2. customThe ice bath was removed
3. additionwas poured into water (250 ml)
4. additioncontaining concentrated hydrochloric acid (50 ml) and brine (200 ml)
5. extractionThe reaction mixture was extracted three times with 150 ml of diethyl ether
6. washThe combined diethyl ether extracts were washed twice with 50 ml of brine
7. dry with materialdried over anhydrous magnesium sulfate
8. filtrationfiltered
9. concentrationconcentrated with a rotary evaporator

ORD record

ord-74baabcdbb994cb4b72809a006895da5

Source dataset

uspto-grants-1994_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05334616