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 2371279노트

반응식

HRID 2371279 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 176Acetic Acid용매

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-43b706ac629d4ce6b77f45249eb06623
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08710236B2

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