Styrene → 1,3-Dibromo-1-phenylpropane
Reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Br:9]Br.[C:11]1([CH:17]2[CH2:19][CH2:18]2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.CC1C(C)=CC=C[C:22]=1[Br:28].[BrH:29].CCO[CH2:33][CH3:34]>>[Br:9][CH:2]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)[CH2:1][CH2:22][Br:28].[Br:29][CH:17]([C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([CH3:16])[C:33]=1[CH3:34])[CH2:18][CH2:19][Br:28]Participants
7
Procedure
Apart from Examples 12 and 59, the starting materials of the formula (II) were always prepared by the bromination of the appropriate styrene similarly to the procedure of Example 1(A). In Example 12, the 1,3-dibromo-1-phenylpropane was prepared by the reaction of bromine with phenylcyclopropane in a conventional manner. In Example 59, the 1,3-dibromo-1-(2,3-dimethylphenyl)propane was prepared from 2,3-dimethylbromobenzene using (i) Mg/Et2O (ii) CH2 =CH.CHO and (iii) HBr/Et2O in a conventional manner.
Sources & evidence
- ORD record
- ord-b1ecced597294be7a2aa5d02bef22461
- Source dataset
- uspto-grants-1984_12
- Patent number
- US04489083
Reaction notes
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