Benzamide → Methyl (5-methyl-2-phenyl-1,3-oxazol-4-yl)acetate

HRID 892164Notes

Reaction equation

HRID 892164 reaction equation
[C:1]([NH2:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH:11]([CH3:19])[C:12](=O)[CH2:13][C:14]([O:16][CH3:17])=[O:15]>C1(C)C=CC=CC=1>[CH3:19][C:11]1[O:8][C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[N:9][C:12]=1[CH2:13][C:14]([O:16][CH3:17])=[O:15]

Participants

4

Reactant 2

HCID 2331BenzamideHCID 9815681Methyl 4-bromo-3-oxopentanoate

Product 1

HCID 2775318Methyl (5-methyl-2-phenyl-1,3-oxazol-4-yl)acetate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of benzamide (0.606 g, 5.00 mmoles) and methyl 4-bromo-3-oxopentanoate (1.05 g, 5.00 mmoles, example 31) are heated in toluene (6 ml) to 120° C. for 18 hours. The reaction is then purified by column chromatography (silica, 4:1 hex: EtOAc) to give the title compound as a clear oil. MS (APcI) 232 (M+H)+.

Workup

  1. customThe reaction is then purified by column chromatography (silica, 4:1 hex: EtOAc)

Sources & evidence

ORD record
ord-acb2b5cc517b41909ae213ef9a219990
Source dataset
uspto-grants-2006_02
Patent number
US07005440B1

Reaction notes

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