2-Allyl-5-methoxy-benzoic acid methyl ester → 5-Methoxy-2-propyl-benzoic acid methyl ester

HRID 2261781노트

반응식

HRID 2261781 반응식
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:5]=1[CH2:12][CH:13]=[CH2:14]>[Pd].CO>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:5]=1[CH2:12][CH2:13][CH3:14]

참가 물질

4

반응물 1

HCID 574433022-Allyl-5-methoxy-benzoic acid methyl ester

생성물 1

HCID 574433035-Methoxy-2-propyl-benzoic acid methyl ester수율 81.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매2회

실험 절차

To an ambient temperature suspension of 10% palladium on carbon (245 mg) in MeOH (5 mL) is added a solution of 2-Allyl-5-methoxy-benzoic acid methyl ester (440 mg, 2.13 mmol) in MeOH (5 mL) in one portion. The reaction is placed under an atmosphere of hydrogen gas and is stirred overnight. The reaction mixture is filtered through Celite® and concentrated to yield the title compound (361 mg, 81%). 1H NMR (400 MHz, CDCl3) δ 7.38 (d, 1H, J=3.1 Hz), 7.15 (d, 1H, J=8.4 Hz), 6.97 (dd, 1H, J=8.6, 2.9 Hz), 3.89 (s, 3H), 3.82 (s, 3H), 2.88-2.82 (m, 2H), 1.65-1.53 (m, 2H), 0.95 (t, 3H, J=7.5 Hz).

후처리

  1. filtrationThe reaction mixture is filtered through Celite®
  2. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f40d981d04cd4dbca28e1de9541bb8da
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07846960B2

반응 노트

불러오는 중…