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

HRID 2261781ノート

反応式

HRID 2261781 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

HCID 574433035-Methoxy-2-propyl-benzoic acid methyl ester収率 81.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒2 回

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-f40d981d04cd4dbca28e1de9541bb8da
出典データセット
uspto-grants-2010_12
特許番号
US07846960B2

反応ノート

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