Pyridine → 5-(3-Methoxyphenyl)-1-phenyl-4-(p-toluenesulfonyloxymethyl)pyrrolidin-2-one

HRID 569240

Reaction equation

HRID 569240 reaction equation
[OH:1][CH2:2][CH:3]1[CH:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=2)[N:6]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:5](=[O:22])[CH2:4]1.[C:23]1(C)[C:24]([S:29](Cl)(=[O:31])=[O:30])=[CH:25][CH:26]=[CH:27][CH:28]=1.N1C=CC=C[CH:35]=1>>[CH3:15][O:14][C:10]1[CH:9]=[C:8]([CH:7]2[N:6]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:5](=[O:22])[CH2:4][CH:3]2[CH2:2][O:1][S:29]([C:24]2[CH:23]=[CH:28][C:27]([CH3:35])=[CH:26][CH:25]=2)(=[O:30])=[O:31])[CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 3

HCID 1049PyridineHCID 8623o-Toluenesulfonyl chlorideHCID 133620034-Hydroxymethyl-5-(3-methoxyphenyl)-1-phenylpyrrolidin-2-one

Product 1

HCID 133620045-(3-Methoxyphenyl)-1-phenyl-4-(p-toluenesulfonyloxymethyl)pyrrolidin-2-one

Procedure

To 17.2 gm. of 4-hydroxymethyl-5-(3-methoxyphenyl)-1-phenylpyrrolidin-2-one in 35 ml. of dry pyridine was added at 5°-10°12.2 gm of p toluenesulfonyl chloride over one hour. Workup of the reaction following the procedure given in example 1E provided 17.6 gm of product as a crude oil.

Sources & evidence

ORD record
ord-68903cfabe854f82b62f3e74f0905063
Source dataset
uspto-grants-1988_03
Patent number
US04731457

Linked notes

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