반응 #3079
ord-ad0e6003b3be4ab6ac0a6c1f57d6ff26
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1온도The mixture was then refluxed for 1 hour
- 2기타the organic phase was separated
- 3세척washed with 10 mL of water
- 4건조dried over magnesium sulfate
- 5기타After that, the solvent was evaporated under vacuum
실험 절차
To a solution of 2.4 g (11.0 mmoles) of the methyl ester of (+)-8-chloro-6hydroxy-octanoic acid (+)-(VIII) (R=Me) and 0.04 g (0.5 mmoles) of pyridine in 8 ml toluene, 1.6 g (13.5 mmoles) of thionyl chloride in 5 ml of toluene were added slowly. The mixture was then refluxed for 1 hour. After cooling to room temperature, the reaction mixture was added to 20 ml ice water and the organic phase was separated and washed with 10 mL of water and dried over magnesium sulfate. After that, the solvent was evaporated under vacuum. The methyl ester of (-)-6,8-Dichloro-octanoic acid (-)-(III), (R=Me) was obtained in a yield of 2.0 g (81% of the theoretical yield). [α]D20 =-30.0° (c=1, benzene).