Ethyl Bromide → 6-(2,6-Dimethoxyphenyl)-1-(4-ethoxybenzyl)piperidin-2-one

HRID 594623Notes

Reaction equation

HRID 594623 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[CH:11]1[N:16]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=2)[C:15](=[O:25])[CH2:14][CH2:13][CH2:12]1.Br[CH2:27][CH3:28]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[CH:11]1[N:16]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH2:27][CH3:28])=[CH:20][CH:19]=2)[C:15](=[O:25])[CH2:14][CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 6332Ethyl BromideHCID 690817446-(2,6-Dimethoxyphenyl)-1-(4-hydroxybenzyl)piperidin-2-one

Product 1

HCID 690840766-(2,6-Dimethoxyphenyl)-1-(4-ethoxybenzyl)piperidin-2-one

Procedure

Prepared according to the described general procedure 7 (GP7) by O-alkylation of 6-(2,6-dimethoxyphenyl)-1-(4-hydroxybenzyl)piperidin-2-one with commercially available bromoethane. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions E): tR=0.76 min.; [M+H]+: 370.17 g/mol.

Workup

  1. customPrepared
  2. customSubsequent purification by preparative HPLC
  3. customafforded the target compound

Sources & evidence

ORD record
ord-63c30aba54f5437c9f70e66a62b0d64a
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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