Benzyl 2-Chloroethyl Ether → (3aRS,7aRS)-7,7-diphenyl-2-{2-[2-(2-hydroxyethoxy)phenyl]acetyl}-4-perhydroisoindolone

HRID 1029955Notes

Reaction equation

HRID 1029955 reaction equation
[C:1]1([C:7]2([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH:15]3[CH:11]([CH2:12][N:13]([C:16](=[O:25])[CH2:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[OH:24])[CH2:14]3)[C:10](=[O:26])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:33]([O:40]CCCl)[C:34]1C=CC=CC=1>>[C:27]1([C:7]2([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH:15]3[CH:11]([CH2:12][N:13]([C:16](=[O:25])[CH2:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[O:24][CH2:34][CH2:33][OH:40])[CH2:14]3)[C:10](=[O:26])[CH2:9][CH2:8]2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

3

Reactant 2

HCID 223538Benzyl 2-Chloroethyl EtherHCID 67915856(3aRS,7aRS)-7,7-diphenyl-2-(2-hydroxyphenylacetyl)-4-perhydroisoindolone

Product 1

HCID 67916033(3aRS,7aRS)-7,7-diphenyl-2-{2-[2-(2-hydroxyethoxy)phenyl]acetyl}-4-perhydroisoindolone

Procedure

Following the procedure of Example 102 and using (3aRS,7aRS)-7,7-diphenyl-2-(2-hydroxyphenylacetyl)-4-perhydroisoindolone and 1-benzyloxy-2-chloroethane as starting materials, (3aRS,7aRS)-7,7-diphenyl-2-{2-[2-(2-hydroxyethoxy)phenyl]acetyl}-4-perhydroisoindolone (0.5 g) is obtained in the form of white crystals melting at 150° C.

Sources & evidence

ORD record
ord-3a13183fc16e4d898ac5e83db5c42817
Source dataset
uspto-grants-1992_04
Patent number
US05102667

Reaction notes

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