Diisobutylaluminum hydride → (E)-3-(3',5'-dibromo-biphenyl-4-yl)-but-2-en-1-ol
Reaction equation
CC(C[AlH]CC(C)C)C.[Br:10][C:11]1[CH:12]=[C:13]([C:18]2[CH:23]=[CH:22][C:21](/[C:24](/[CH3:31])=[CH:25]/[C:26](OCC)=[O:27])=[CH:20][CH:19]=2)[CH:14]=[C:15]([Br:17])[CH:16]=1>>[Br:10][C:11]1[CH:12]=[C:13]([C:18]2[CH:19]=[CH:20][C:21](/[C:24](/[CH3:31])=[CH:25]/[CH2:26][OH:27])=[CH:22][CH:23]=2)[CH:14]=[C:15]([Br:17])[CH:16]=1Participants
3
Procedure
The colourless gum (E)-3-(3′,5′-dibromo-biphenyl-4-yl)-but-2-en-1-ol was prepared by DIBAL-H reduction of (E)-ethyl 3-(3′,5′-dibromo-biphenyl-4-yl)-but-2-enoate as described for example 52b, with the purification of the product being carried out by preparative HPLC.
Workup
- customas described for example 52b, with the purification of the product
Sources & evidence
- ORD record
- ord-c97852fed5574e44aacc82274aa31b92