反应详情

Ester 4-3 (150 mg, 0.51 mmol) and 1N NaOH (1.3 mL, 1.3 mmol) were combined in 10 mL MeOH. After 16 h additional 1N NaOH (5 mL, 5 mmol) was added, and 7 h later, 5 mL more 1N NaOH. After a total of 2 d the mixture was heated at 50° for 1 h, then concentrated, redissolved in H2O, washed with EtOAc, and the pH of the aqueous layer was adjusted to 1 with 20% KHSO4. This was extracted with EtOAc, and this organic layer was washed with brine, dried (MgSO4) and concentrated, providing 4-4 as a gray solid. Rf 0.48 (silica, EtOAc).

1. custom7 h
2. temperatureAfter a total of 2 d the mixture was heated at 50° for 1 h
3. concentrationconcentrated
4. dissolutionredissolved in H2O
5. washwashed with EtOAc
6. extractionThis was extracted with EtOAc
7. washthis organic layer was washed with brine
8. dry with materialdried (MgSO4)
9. concentrationconcentrated