反应详情

To a solution of 4-azido-1-benzyl-pyrrolidine-2-carboxylic acid methyl ester (6 g, 23 mmol) in THF (100 ml) under N2 was added triphenylphosphine (12.08 g, 46 mmol) and water (1.036 mL, 57.56 mmol). The mixture was refluxed with stirring for 6 h. After removal of THF, the residue was dissolved in Et2O, treated with 0.15N aqueous HCl, stirred for 5 min, and extracted with Et2O (2×150 ml). The aqueous solution was then treated with 10% NaHCO3 until PH>10, and extracted by DCM (2×100 ml). The combined organic phases were dried over anhydrous NaSO4, concentrated to afford product 4-amino-1-benzyl-pyrrolidine-2-carboxylic acid methyl ester 4.6 g (85%) as colorless oil. MS m/e=235.3 [M+H]+.

1. temperatureThe mixture was refluxed
2. customAfter removal of THF
3. dissolutionthe residue was dissolved in Et2O
4. additiontreated with 0.15N aqueous HCl
5. stirringstirred for 5 min
6. extractionextracted with Et2O (2×150 ml)
7. additionThe aqueous solution was then treated with 10% NaHCO3 until PH>10
8. extractionextracted by DCM (2×100 ml)
9. dry with materialThe combined organic phases were dried over anhydrous NaSO4
10. concentrationconcentrated