N-Ethylaniline → ethyl 3-(4-benzyloxyphenyl)-2-(phenyl-N-ethylamino)propionate

HRID 1860102Notes

Reaction equation

HRID 1860102 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16](OS(C)(=O)=O)[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:27]([NH:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH3:28]>>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([N:29]([CH2:27][CH3:28])[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7670N-Ethylaniline2×HCID 18625936Ethyl 3-(4-benzyloxyphenyl)-2-methanesulfonyloxypropionate

Product 1

HCID 18625756ethyl 3-(4-benzyloxyphenyl)-2-(phenyl-N-ethylamino)propionate

Procedure

In a similar manner to that described in Reference example 55(a), a reaction was carried out using ethyl 3-(4-benzyloxyphenyl)-2-methanesulfonyloxypropionate (4.50 g) and N-ethylaniline (5.6 ml) and the reaction mixture was treated to afford a mixture of the desired compound and N-ethylaniline (6.30 g) as a syrup.

Workup

  1. additionthe reaction mixture was treated
  2. customto afford

Sources & evidence

ORD record
ord-f341ffd8357646faaad3b9b61c16198c
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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