反应详情

10.5 g (31.3 mmol) of benzyl 6-acetoxy-2-formylamino-3-hydroxy-4-methylenehexanoate are dissolved in 100 ml of abs. CH2Cl2. Then 2.91 ml (37.6 mmol) of thionyl bromide are added to this solution at room temperature. After 2 hours, 80 ml of water are added and the mixture is stirred vigorously for 10 minutes. The organic phase is separated and washed once with water, once with a 1N solution of KHCO3 and twice with water. The aqueous phases are extracted twice with CH2Cl2. The combined organic phases are dried over MgSO4, filtered and concentrated by evaporation, giving benzyl 6-acetoxy-4-bromomethyl-2-formylamino-hex-3-enoate as a yellowish-brown oil which is further reacted without purification.

1. customThe organic phase is separated
2. washwashed once with water, once with a 1N solution of KHCO3 and twice with water
3. extractionThe aqueous phases are extracted twice with CH2Cl2
4. dry with materialThe combined organic phases are dried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated by evaporation