4-[2-Benzyloxycarbonyl-2-(4-isobutyl-phenyl)-vinyl]-benzoic acid methyl ester → 4-[2-Carboxy-2-(4-isobutyl-phenyl)-ethyl]-benzoic acid methyl ester

HRID 2371279ノート

反応式

HRID 2371279 の反応式
[CH3:1][O:2][C:3](=[O:32])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[C:11]([C:22]([O:24]CC2C=CC=CC=2)=[O:23])[C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH:19]([CH3:21])[CH3:20])=[CH:14][CH:13]=2)=[CH:6][CH:5]=1>C(O)(=O)C.[Pd]>[CH3:1][O:2][C:3](=[O:32])[C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH:11]([C:22]([OH:24])=[O:23])[C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH:19]([CH3:21])[CH3:20])=[CH:14][CH:13]=2)=[CH:8][CH:9]=1

参加物

4

反応物 1

HCID 674864534-[2-Benzyloxycarbonyl-2-(4-isobutyl-phenyl)-vinyl]-benzoic acid methyl ester

生成物 1

HCID 674865854-[2-Carboxy-2-(4-isobutyl-phenyl)-ethyl]-benzoic acid methyl ester

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒

実験手順

To a stirred solution of 4-[2-Benzyloxycarbonyl-2-(4-isobutyl-phenyl)-vinyl]-benzoic acid methyl ester (1.8 g, 4.2 mmol) in acetic acid (30 mL) was added palladium on activated carbon (˜150 mg). The flask was purged with hydrogen and stirred under hydrogen atmosphere for 18 h. TLC and LC/MS analysis indicated that the reaction had gone to completion. The reaction was filtered through celite and concentrated by rotary evaporation. Toluene (100 mL) was added and the reaction was concentrated to dryness yielding 4-[2-Carboxy-2-(4-isobutyl-phenyl)-ethyl]-benzoic acid methyl ester as a colorless solid, 1.33 g (93%). LC-MS m/z=341 [C21H24O4+H]+.

後処理

  1. customThe flask was purged with hydrogen
  2. filtrationThe reaction was filtered through celite and
  3. concentrationconcentrated by rotary evaporation
  4. additionToluene (100 mL) was added
  5. concentrationthe reaction was concentrated to dryness

出典と根拠

ORDレコード
ord-43b706ac629d4ce6b77f45249eb06623
出典データセット
uspto-grants-2014_04
特許番号
US08710236B2

反応ノート

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