3-(3-Chloro-2,4-dimethoxyphenyl)prop-2-enoic acid → 3-(3-Chloro-2,4-dimethoxyphenyl)propionic acid

HRID 488546ノート

反応式

HRID 488546 の反応式
[Cl:1][C:2]1[C:3]([O:15][CH3:16])=[C:4]([CH:10]=[CH:11][C:12]([OH:14])=[O:13])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]>CO.C1COCC1.[Pd]>[Cl:1][C:2]1[C:3]([O:15][CH3:16])=[C:4]([CH2:10][CH2:11][C:12]([OH:14])=[O:13])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

参加物

5

反応物 1

HCID 688767863-(3-Chloro-2,4-dimethoxyphenyl)prop-2-enoic acid

生成物 1

HCID 219461123-(3-Chloro-2,4-dimethoxyphenyl)propionic acid収率 99%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A suspension of 3a (12.57 g, 51.88 mmol) in a mixture of MeOH (50 ml) and THF (200 ml) was hydrogenated at 50 psi in the presence of 10% Pd/C (0.3 g) for 4 h. The catalyst was removed by filtration through Celite and the filtrate was concentrated to afford 12.6 g (51.5 mmol, 99% yield) of analytically pure (HPLC, 1H NMR) 4a as a white solid. 1H NMR (DMSO-d6): δ 7.15 (d, J=8.6 Hz, 1H), 6.86 (d, J=8.6 Hz, 1H), 3.81 (s, 3H), 3.75 (s, 3H), 2.78 (t, J=7.5 Hz, 2H), 2.49 (t, J=7.5 Hz, 2H).

後処理

  1. customThe catalyst was removed by filtration through Celite
  2. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-70cacae8a812446481068553b4181730
出典データセット
uspto-grants-2005_12
特許番号
US06972339B2

反応ノート

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