反应详情

A solution of 90 g. (0.81 mole) 2-cyanomethyltetrahydrofuran, 130 g. (3.2 mole) sodium hydroxide, 250 ml. methanol and 300 ml. water was heated at reflux for 20 hours. The reaction mixture was evaporated in vacuo, the residue taken up in chloroform and acidified to pH 5 with 6N hydrochloric acid. The organic layer was separated, the aqueous phase extracted with chloroform, the combined extracts dried (MgSO4) and the solvent evaporated to give 62 g. of crude acid. Distillation afforded 52.6 g. of product, B.P. 110° C. (2 mm.). 1H-NMR (CDCl3) ppm (delta): 2.50 (d, 2H, CH2COOH), 11.10 (s, 1H, COOH).

1. temperatureat reflux for 20 hours
2. customThe reaction mixture was evaporated in vacuo
3. customThe organic layer was separated
4. extractionthe aqueous phase extracted with chloroform
5. dry with materialthe combined extracts dried (MgSO4)
6. customthe solvent evaporated
7. customto give 62 g
8. distillationDistillation
9. customafforded 52.6 g