4-Phenoxyphenol → (R)-3-[4-(Phenoxy)-phenoxy]-pyrrolidi n-2-one

Reaction equation

[OH:1][C@H:2]1[CH2:6][CH2:5][NH:4][C:3]1=[O:7].[O:8]([C:15]1[CH:20]=[CH:19][C:18](O)=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[O:8]([C:15]1[CH:16]=[CH:17][C:18]([O:1][C@@H:2]2[CH2:6][CH2:5][NH:4][C:3]2=[O:7])=[CH:19][CH:20]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

Reactant 2

HCID 132544-Phenoxyphenol

HCID 11029774(3S)-3-hydroxypyrrolidin-2-one

Product 1

HCID 86715090(R)-3-[4-(Phenoxy)-phenoxy]-pyrrolidi n-2-one

Procedure

Typical Procedure 3 was followed. Reaction of (S)-3-hydroxy-pyrrolidin-2-one with 4-(phenoxy)-phenol provided the title compound. MS ESI+: m/z=270 [M+H]+.

Sources & evidence

ORD record: ord-9a555a97c31c4cd296f759017ea05189
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08853412B2

Reaction notes

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