Acetic Anhydride → HCID 19767598, compound
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]2[C:17]3[C:12](=[CH:13][C:14]([O:20][CH3:21])=[C:15]([O:18][CH3:19])[CH:16]=3)[CH2:11][CH:10]([CH2:22][OH:23])[O:9]2)[CH:5]=[CH:6][CH:7]=1.[C:24](OC(=O)C)(=[O:26])[CH3:25]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]2[C:17]3[C:12](=[CH:13][C:14]([O:20][CH3:21])=[C:15]([O:18][CH3:19])[CH:16]=3)[CH2:11][CH:10]([CH2:22][O:23][C:24](=[O:26])[CH3:25])[O:9]2)[CH:5]=[CH:6][CH:7]=1Participants
3
Procedure
23.19 g (69.2 mmoles) of 1-(3-chlorophenyl)-3-hydroxymethyl-6,7-dimethoxyisochromane are dissolved in 100 ml of acetic anhydride. The reaction mixture is boiled for 3 hours under reflux, then it is evaporated in vacuo, and three times 50 ml each of 99.5% ethanol are distilled off the residual gum in vacuo. Thus 24.8 g of crude 1-(3-chlorophenyl)-3-acetoxymethyl-6,7-dimethoxyisochromane are obtained. Yield: 95%.
Workup
- temperatureunder reflux
- customit is evaporated in vacuo, and three times 50 ml each of 99.5% ethanol
- distillationare distilled off the residual gum in vacuo