3-Chloro-2-methyl-1-propene → HCID 18980411, compound

HRID 2392735Notes

Reaction equation

HRID 2392735 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH2:9][C:10]([CH3:12])=[CH2:11])[CH:3]=1.BrC1C=CC=C(O)C=1.[Cl:21]CC(C)=C.[CH2:26]([O:33][CH:34]1[CH2:39][CH2:38][C:37](=[O:40])[CH:36]([CH2:41][N:42]([CH3:44])[CH3:43])[CH2:35]1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[ClH:21].[CH2:26]([O:33][CH:34]1[CH2:39][CH2:38][C:37]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH2:9][C:10]([CH3:12])=[CH2:11])[CH:3]=2)([OH:40])[CH:36]([CH2:41][N:42]([CH3:44])[CH3:43])[CH2:35]1)[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

5

Reactant 4

HCID 112413-Chloro-2-methyl-1-propeneHCID 115633-BromophenolHCID 10999837HCID 10999837, compoundHCID 15816719192870-97-6

Product 1

HCID 18980411HCID 18980411, compoundYield 33%

Procedure

1-bromo-3-(2-methyl-allyloxy)-benzene, prepared by the alkylation of 1-bromo-3-hydroxy-benzene with 3-chloro-2-methyl-1-propene, was reacted with 4-benzyloxy-2-dimethylaminomethyl-cyclohexanone corresponding to the conditions described in Example 1. The base obtained was purified with 9:1 ether/methanol via a silica gel column, taken up in ether and treated with trimethylchlorosilane/water. Compound (4) was obtained.

Workup

  1. customThe base obtained
  2. customwas purified with 9:1 ether/methanol via a silica gel column
  3. additiontreated with trimethylchlorosilane/water

Sources & evidence

ORD record
ord-d96830ea5d4340359f0ccf24bf704218
Source dataset
uspto-grants-1998_09
Patent number
US05801201

Reaction notes

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