Sodium Hydroxide → HCID 19900811, compound

This ester (18.6 g) was heated under reflux in ethanol (50 ml) containing 2 M aqueous sodium hydroxide (50 ml) for one hour. The solvent was evaporated. The residual mixture was diluted with ice-water (300 ml) and extracted with ether (3×20 ml). The ice-cold aqueous layer was acidified to pH 1 with 6 M hydrochloric acid and extracted with ether (3×300 ml). These extracts were dried (MgSO4) and evaporated to leave an oil which was recrystallised from petrol 60°-80° C. to give 2-(2-methylfur-5-ylthio)acetic acid, (10.1 g) m.p. 35°-36° C.; NMR (90 MHz): 2.35 (s,3H), 3.50 (s,2H), 6.00 (m,1H), 6.55 (d,1H), 11.27 (br,s).

1. customThe solvent was evaporated
2. additionThe residual mixture was diluted with ice-water (300 ml)
3. extractionextracted with ether (3×20 ml)
4. extractionextracted with ether (3×300 ml)
5. dry with materialThese extracts were dried (MgSO4)
6. customevaporated
7. customto leave an oil which
8. customwas recrystallised from petrol 60°-80° C.

ORD record

ord-4c810460e3194400a3db0c872813ccdc

Source dataset

uspto-grants-1992_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05102905