p-Toluenesulfonic acid → Ethyl 6-oxo-2-(pentafluoroethyl)-1,4,5,6-tetrahydropyridine-3-carboxylate

HRID 2421029

반응식

HRID 2421029 반응식
[C:1]([NH2:5])(=[O:4])[CH:2]=[CH2:3].[F:6][C:7]([F:20])([C:16]([F:19])([F:18])[F:17])[C:8](=O)[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11].C1(C)C=CC(S(O)(=O)=O)=CC=1>ClC1C=CC=CC=1>[O:4]=[C:1]1[NH:5][C:8]([C:7]([F:6])([F:20])[C:16]([F:18])([F:17])[F:19])=[C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 6579AcrylamideHCID 522203Ethyl 4,4,5,5,5-Pentafluoro-3-oxovalerate

생성물 1

HCID 86611248Ethyl 6-oxo-2-(pentafluoroethyl)-1,4,5,6-tetrahydropyridine-3-carboxylate수율 4.2%

시약·촉매·용매 1

HCID 7964Chlorobenzene용매

반응 조건

온도
120 °C

실험 절차

A suspension of acrylamide (4.11 g), ethyl 4,4,5,5,5-pentafluoro-3-oxopentanoate (16.5 g) and p-toluenesulphonic acid (0.120 g) in chlorobenzene (40 mL) was sonicated for 30 minutes then heated by microwave irradiation (150 W, 120° C.) for 3 h. The reaction mixture was concentrated in vacuo and subjected to flash column chromatography (eluent 1:3 ethyl acetate/isohexane) to yield a colourless solid (0.697 g).

후처리

  1. customwas sonicated for 30 minutes
  2. concentrationThe reaction mixture was concentrated in vacuo

출처 및 근거

ORD 기록
ord-66b8a55bacc44fc0b2643845168c18ad
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07956070B2

연결된 노트

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