1-(Benzyloxy)-3-bromobenzene → 1-(3-Benzyloxyphenyl)-2-dimethylaminomethyl-4-phenethyl-cyclohexanol

HRID 2392759Notes

Reaction equation

HRID 2392759 reaction equation
Cl.[CH3:2][N:3]([CH2:5][CH:6]1[CH2:11][CH:10]([CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:9][CH2:8][C:7]1=[O:20])[CH3:4].Br[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:23]=1>>[CH2:29]([O:28][C:24]1[CH:23]=[C:22]([C:7]2([OH:20])[CH2:8][CH2:9][CH:10]([CH2:12][CH2:13][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:11][CH:6]2[CH2:5][N:3]([CH3:4])[CH3:2])[CH:27]=[CH:26][CH:25]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

3

Reactant 2

HCID 27566381-(Benzyloxy)-3-bromobenzeneHCID 189804162-Dimethylaminomethyl-4-(phenethyl)-cyclohexanone hydrochloride

Product 1

HCID 189805081-(3-Benzyloxyphenyl)-2-dimethylaminomethyl-4-phenethyl-cyclohexanolYield 87%

Procedure

The base of compound (48) was reacted with 1-bromo-3-benzyloxy-benzene corresponding to the conditions described in Example 1. The base obtained was purified with 6:1 ether/methanol via a silica gel column. Compound (50) was obtained in a yield of 87% theoretical.

Workup

  1. customThe base obtained
  2. customwas purified with 6:1 ether/methanol via a silica gel column

Sources & evidence

ORD record
ord-1fbe2eb38c164f31991fd090afc5d87e
Source dataset
uspto-grants-1998_09
Patent number
US05801201

Reaction notes

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