Dimethylformamide dimethyl acetal → HCID 54124074, compound

HRID 1036610Notes

Reaction equation

HRID 1036610 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:15])[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11].[CH3:16][N:17]([CH:19](OC)OC)[CH3:18]>C1(C)C=CC=CC=1>[CH2:13]([O:12][C:10](=[O:11])[C:9]([C:8](=[O:15])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[F:1])=[CH:16][N:17]([CH3:19])[CH3:18])[CH3:14]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 296342Ethyl 3-(2-fluorophenyl)-3-oxopropanoate

Product 1

HCID 54124074HCID 54124074, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of ethyl 3-(2-fluorophenyl)-3-oxopropanoate (14.29 g, 68.0 mmol) and DMF-DMA (12.15 g, 0.102 mol, 1.5 eq.) in toluene (50 mL) was refluxed for 2 hours and concentrated to give 3-dimethylamino-2-(2-fluoro-benzoyl)-acrylic acid ethyl ester as a red oil in quantitative yield.

Workup

  1. temperaturewas refluxed for 2 hours
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-fd9adbfcc1984775a5aba24e441d2a13
Source dataset
uspto-grants-2013_10
Patent number
US08546414B2

Reaction notes

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