3-Bromoanisole → HCID 18980470, compound
Reaction equation
[ClH:1].[CH3:2][N:3]([CH2:5][CH:6]1[CH2:11][CH:10]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:9][CH2:8][C:7]1=[O:19])[CH3:4].Br[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([O:27][CH3:28])[CH:22]=1>>[ClH:1].[CH3:4][N:3]([CH2:5][CH:6]1[CH2:11][CH:10]([O:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:9][CH2:8][C:7]1([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([O:27][CH3:28])[CH:22]=1)[OH:19])[CH3:2]Participants
3
Procedure
The base of compound (27) was reacted with 1-bromo-3-methoxy-benzene corresponding to the conditions described in Example 1. The base obtained was purified with 6:1 ethyl acetate/methanol via a silica gel column and was taken up in 2-butanone. After adding trimethylchlorosilane/water, compound (24) was obtained in a yield of 47% theoretical.
Workup
- customThe base obtained
- customwas purified with 6:1 ethyl acetate/methanol via a silica gel column
- additionAfter adding trimethylchlorosilane/water
Sources & evidence
- ORD record
- ord-d895e9190ff54e15aa925cd63c8d4f22
- Source dataset
- uspto-grants-1998_09
- Patent number
- US05801201
Reaction notes
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