反应详情

温度

0 °C

7-Phenyl-3-phenylsulfanylheptanoic acid (2 g; 6.5 mmol) is dissolved in CH2Cl2 (20 mL) and cooled to 0° C. Oxalyl chloride (1.1 mL, 13 mmol) is added dropwise, the bath removed and the reaction allowed to warm and stir at 20° C. for 2 hours. The reaction is then concentrated in vacuo and azeotroped with CH2Cl2. The resulting oil is dissolved in CH2Cl2 (20 mL), cooled to 0° C. and O-(trimethylsilyl)hydroxylamine (1.7 g, 16 mmol) is added dropwise. The bath is removed and the reaction is allowed to warm to 20° C. The reaction is then partitioned between CH2Cl2 (100 mL) and 1 N HCl (50 mL), the organic layer is then separated and washed with water (40 mL), dried (MgSO4) and concentrated in vacuo to yield 7-phenyl-3-phenylsulfanylheptanoic acid hydroxyamide.

1. customthe bath removed
2. temperatureto warm
3. concentrationThe reaction is then concentrated in vacuo
4. customazeotroped with CH2Cl2
5. dissolutionThe resulting oil is dissolved in CH2Cl2 (20 mL)
6. temperaturecooled to 0° C.
7. customThe bath is removed
8. temperatureto warm to 20° C
9. customThe reaction is then partitioned between CH2Cl2 (100 mL) and 1 N HCl (50 mL)
10. customthe organic layer is then separated
11. washwashed with water (40 mL)
12. dry with materialdried (MgSO4)
13. concentrationconcentrated in vacuo