Methyl 3-(3-cyanophenyl)prop-2-enoate → Methyl 3-(3-cyanophenyl)propanoate

HRID 2117521

반응식

HRID 2117521 반응식
[CH3:1][O:2][C:3](=[O:14])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]#[N:13])[CH:7]=1>[Pd].CCOC(C)=O>[CH3:1][O:2][C:3](=[O:14])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]#[N:13])[CH:7]=1

참가 물질

4

반응물 1

HCID 53396017Methyl 3-(3-cyanophenyl)prop-2-enoate

생성물 1

HCID 20257048Methyl 3-(3-cyanophenyl)propanoate수율 91%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 3-(3-cyano-phenyl)-acrylic acid methyl ester (3.24 g, 17.31 mmol), prepared in Step B of Preparation 44, and palladium on carbon (10%, 0.600 g) in EtOAc (30 mL) was hydrogenated at 25 psi in a Parr shaker for 1h. The catalyst was removed via filtration through Celite and the solution was concentrated in vacuo. Medium pressure chromatography (6:1 hexanes:EtOAc) provided the title compound of Step A as a clear oil (2.98 g). 1H NMR (400 MHz, CDCl3) δ 7.50-7.36 (m, 4H), 3.65 (s, 3H), 2.97 (t, 2H), 2.63 (t, 2H); MS 190 (M+1).

후처리

  1. customThe catalyst was removed via filtration through Celite
  2. concentrationthe solution was concentrated in vacuo

출처 및 근거

ORD 기록
ord-d3138532281f455e9e5fd1afced29ca0
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07442702B2

연결된 노트

불러오는 중…