Sodium hydride → 3-[4-(4-Fluoro-phenoxy)-phenoxy]-pyrrolidin-2-one

HRID 533893Notes

Reaction equation

Br[CH:2]([CH2:6][CH2:7]Br)[C:3]([NH2:5])=[O:4].[H-].[Na+].[F:11][C:12]1[CH:25]=[CH:24][C:15]([O:16][C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=2)=[CH:14][CH:13]=1>>[F:11][C:12]1[CH:25]=[CH:24][C:15]([O:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH:2]3[CH2:6][CH2:7][NH:5][C:3]3=[O:4])=[CH:19][CH:18]=2)=[CH:14][CH:13]=1

Participants

Reactant 3

HCID 24758Sodium hydride

HCID 108242452,4-Dibromobutanamide

HCID 129406244-(4-Fluorophenoxy)phenol

Product 1

HCID 867150873-[4-(4-Fluoro-phenoxy)-phenoxy]-pyrrolidin-2-one

Procedure

Typical Procedure 2 was followed. Reaction of 2,4-dibromo-butyramide with NaH and 4-(4-fluoro-phenoxy)-phenol provided the title compound. MS ESI+: m/z=288 [M+H]+.

Sources & evidence

ORD record: ord-772353751a8049a783f7e3c92654428a
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08853412B2

Reaction notes

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