3-(4-Formylbenzoylamino)propionic acid methyl ester → HCID 59518116, compound

HRID 1914272Notes

Reaction equation

HRID 1914272 reaction equation
[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH2:5][NH:6][C:7](=[O:16])[C:8]1[CH:13]=[CH:12][C:11]([CH:14]=[O:15])=[CH:10][CH:9]=1.[CH2:18]([Mg]Br)[CH3:19]>C1COCC1>[CH3:1][O:2][C:3](=[O:17])[CH2:4][CH2:5][NH:6][C:7](=[O:16])[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([OH:15])[CH2:12][CH2:13][CH2:8][CH2:9][CH2:10][CH2:11][CH2:18][CH3:19])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 161003253-(4-Formylbenzoylamino)propionic acid methyl esterHCID 178418443HCID 178418443, compound

Product 1

HCID 59518116HCID 59518116, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-(4-formyl-benzoylamino)-propionic acid methyl ester (1.2 g, 5 mmol) in THF (10 mL) at 0° C. is added ethylmagnesium bromide (2M, 1.1 mL). After stirring at room temperature for 2 hours, it is quenched with saturated ammonium chloride, extracted with EtOAc. The organic is concentrated to give the titled compound as colorless oil: 270 mg (15%).

Workup

  1. customit is quenched with saturated ammonium chloride
  2. extractionextracted with EtOAc
  3. concentrationThe organic is concentrated

Sources & evidence

ORD record
ord-39c77eaa6fdc485282f786255bd355f9
Source dataset
uspto-grants-2013_12
Patent number
US08609892B2

Reaction notes

Loading…