3-Thiophen-2-ylprop-2-enoic acid → Ethyl 1-(3-(2-thienyl)acrylyl)-3-piperidinecarboxylate

HRID 432807

반응식

HRID 432807 반응식
[S:1]1[CH:5]=[CH:4][C:3]([C:6]([N:8]2[CH2:13][CH2:12][CH2:11][CH:10]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:9]2)=[O:7])=[CH:2]1.S1C=C[CH:21]=[C:20]1C=CC(O)=O.N1CCCC(C(OCC)=O)C1>>[S:1]1[CH:2]=[CH:21][CH:20]=[C:5]1[CH:4]=[CH:3][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:9]1)=[O:7]

참가 물질

4

반응물 3

HCID 928683-Thiophen-2-ylprop-2-enoic acidHCID 98969Ethyl nipecotateHCID 12114708Ethyl 1-(3-thiophenecarbonyl)-3-piperidinecarboxylate

생성물 1

HCID 54520739Ethyl 1-(3-(2-thienyl)acrylyl)-3-piperidinecarboxylate

실험 절차

The reaction was run in the same manner as ethyl 1-(3-thiophenecarbonyl)-3-piperidinecarboxylate, starting with 3-(2-thienyl)acrylic acid (2.6 g; 16.9 mmol) and ethyl nipecotate (2.62 ml; 16.9 mmol). The crude product was purified by chromatography on silica, eluting with 40 to 100% ethyl acetate in hexane as a step gradient, giving ethyl 1-(3-(2-thienyl)acrylyl)-3-piperidinecarboxylate (1.74 g) as an off-white solid. MS m/z (positive ion) 316 (M+Na+; 25), 294 (MH+; 100).

후처리

  1. customThe crude product was purified by chromatography on silica
  2. washeluting with 40 to 100% ethyl acetate in hexane as a step gradient

출처 및 근거

ORD 기록
ord-b4b7a59c26cb45c3bb889d4e93ee7c65
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06664271B1

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