Ammonium Acetate → (s)-3-Amino-but-2-enoic acid [1-(4-methoxy-phenyl)-ethyl]-amide

HRID 910762Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]([NH:11][C:12](=[O:17])[CH2:13][C:14](=O)[CH3:15])[CH3:10])=[CH:5][CH:4]=1.C([O-])(=O)C.[NH4+:22]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]([NH:11][C:12](=[O:17])[CH:13]=[C:14]([NH2:22])[CH3:15])[CH3:10])=[CH:5][CH:4]=1

Participants

Conditions

Temperature: 100 °C

Procedure

To a suspension of (S)—N-[1-(4-methoxy-phenyl)-ethyl]-3-oxo-butyramide (10 g) in toluene (800 ml) was added at 20° C. ammonium acetate (10 g) and the reaction was heated for 20 h at 100° C. in a Dean Stark system. The mixture was concentrated in vacuo and the product obtained was used without further purification in the following reaction step.

Workup

concentrationThe mixture was concentrated in vacuo
customthe product obtained
customwas used without further purification in the following reaction step

Sources & evidence

ORD record: ord-604860e08133494c8cb94413d7eda6e1
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08022218B2

Reaction notes

Loading…