1,3-Dibromopropane → HCID 21883826, compound

Reaction equation

[Br:1][CH2:2][CH2:3][CH2:4]Br.C(=O)([O-])[O-].[K+].[K+].[CH:12]1([C:15]([C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=2)=[O:16])[CH2:14][CH2:13]1>CC(C)=O>[Br:1][CH2:2][CH2:3][CH2:4][O:23][C:20]1[CH:19]=[CH:18][C:17]([C:15]([CH:12]2[CH2:13][CH2:14]2)=[O:16])=[CH:22][CH:21]=1

Participants

Procedure

To a stirred and heated mixture of 1,3-dibromopropane (5 mmol) and potassium carbonate (3.4 mmol) in acetone (40 ml) was added dropwise a solution of 4-cyclopropanecarbonylphenol (5 mmol) in acetone (20 ml). The reaction was allowed to continue overnight. The mixture was filtered hot and the solvent removed under reduced pressure to leave an oil. The oil was purified by column chromatography on silica gel eluting with petroleum ether/ethyl acetate (15:1). 4-(N,N-dimethylsulfonamido)phenol, intermediate for example 110.