Ethyl 4-amino-5-oxo-1-phenyl-3-pyrrolidinecarboxylate → 1-Phenylpyrrolidine-2,3-dione

반응식

N[CH:2]1[C:6](=[O:7])[N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:4][CH:3]1C(OCC)=O.Cl.[OH2:20]>>[C:8]1([N:5]2[CH2:4][CH2:3][C:2](=[O:20])[C:6]2=[O:7])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

반응물 2

HCID 19023548Ethyl 4-amino-5-oxo-1-phenyl-3-pyrrolidinecarboxylate

HCID 21885828Hydrate;hydrochloride

생성물 1

HCID 190235711-Phenylpyrrolidine-2,3-dione

실험 절차

According to the procedure of Southwick [J. Org. Chem. 21, 1087 (1956)] the ethyl ester pyrrolidinone of Example S (1.0 g, 4.0 mmol) was suspended in 75 ml of 20% HCl/H2O and refluxed for 3.5 h The reaction was cooled and filtered and the filtrate was extracted with CHCl3 (4×150 ml). Concentration of the combined extracts gave an off-white solid (358 mg). 'NMR(300 MHZ, CDCl3) δ2.92 (t, 2H), 4.17 (t, 2H), 7.32 (t, 1H), 7.98 (t, 2H), 7.84 (d, 2H).

후처리

temperaturerefluxed for 3.5 h The reaction
temperaturewas cooled
filtrationfiltered
extractionthe filtrate was extracted with CHCl3 (4×150 ml)

출처 및 근거

ORD 기록: ord-b8720e93b0c441b093bbb7d4c290f98a
출처 데이터셋: uspto-grants-1994_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05314886

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