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Sodium hydride → 8-[3-(4-Fluorophenyl)-2-oxo-4-phenyl-4-imidazolin-1-yl] caprylic acid methyl ester

HRID 1702888
Notes
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Reaction equation

HRID 1702888 reaction equation
[H-].[Na+].[F:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:13][NH:12][C:11]2=[O:21])=[CH:6][CH:5]=1.[CH3:22][O:23][C:24](=[O:33])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]Br>CN(C=O)C>[CH3:22][O:23][C:24](=[O:33])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][N:12]1[CH:13]=[C:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:10]([C:7]2[CH:6]=[CH:5][C:4]([F:3])=[CH:9][CH:8]=2)[C:11]1=[O:21]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 11107373Methyl 8-bromooctanoateHCID 205254061-(4-Fluorophenyl)-5-phenyl-4-imidazolin-2-one

Product 1

HCID 542655478-[3-(4-Fluorophenyl)-2-oxo-4-phenyl-4-imidazolin-1-yl] caprylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The product is product as described in example 1 from 2.16 g of NaH (80% suspension in mineral oil), 18.3 g of 1-(4-Fluorophenyl)-5-phenyl-4-imidazolin-2-one, 150 cc. of DMF, 17.1 g of 8-bromocaprylic acid methyl ester and 2.16 g of NaJ.

Sources & evidence

ORD record
ord-592b58caba3e46de9b7c42c880e694b2
Source dataset
uspto-grants-1982_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04349684

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes