2-(2-(Dimethylamino)phenyl)acetic acid → (3aRS,4RS,7aRS)-7,7-dimethyl-4-(2-methoxyphenyl)-2-[(2-dimethylaminophenyl)acetyl]-4-perhydroisoindolol

HRID 55408Notes

Reaction equation

HRID 55408 reaction equation
[CH3:1][C:2]1([CH3:20])[CH:10]2[CH:6]([CH2:7][NH:8][CH2:9]2)[C:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:18][CH3:19])([OH:11])[CH2:4][CH2:3]1.[CH3:21][N:22]([CH3:33])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[CH2:29][C:30](O)=[O:31]>>[CH3:1][C:2]1([CH3:20])[CH:10]2[CH:6]([CH2:7][N:8]([C:30](=[O:31])[CH2:29][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[N:22]([CH3:33])[CH3:21])[CH2:9]2)[C:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:18][CH3:19])([OH:11])[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 204661092-(2-(Dimethylamino)phenyl)acetic acidHCID 67714310HCID 67714310, compound

Product 1

HCID 67714395(3aRS,4RS,7aRS)-7,7-dimethyl-4-(2-methoxyphenyl)-2-[(2-dimethylaminophenyl)acetyl]-4-perhydroisoindolol

Procedure

By working according to the experimental procedure of Example 6, from 0.6 g of (3aRS, 4RS, 7aRS)-7,7-dimethyl-4-(2-methoxyphenyl)-4-perhydroisoindolol and 0.41 g of 2-dimethylaminophenylacetic acid, and after purification on a column of silca gel (particle size 0.04-0.06 m, diameter 2.8 cm, height 17 cm), 0.4 g of (3aRS,4RS,7aRS)-7,7-dimethyl-4-(2-methoxyphenyl)-2-[(2-dimethylaminophenyl)acetyl]-4-perhydroisoindolol is obtained, in the form of a white foam.

Workup

  1. customafter purification on a column of silca gel (particle size 0.04-0.06 m, diameter 2.8 cm, height 17 cm)

Sources & evidence

ORD record
ord-76fb6ca6df594c4e8904b4606b6f3306
Source dataset
uspto-grants-1997_04
Patent number
US05624950

Reaction notes

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