Water → 4-(cis-2-Phenyl-1-cyclohexanoyloxy)-2-methoxy-benzoic acid

HRID 1678

반응식

HRID 1678 반응식
[C:1]1([C@H:7]2[CH2:12][CH2:11][CH2:10][CH2:9][C@H:8]2[C:13]([O:15][C:16]2[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[C:18]([O:26][CH3:27])[CH:17]=2)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.O[Li].O>C1COCC1>[C:1]1([C@H:7]2[CH2:12][CH2:11][CH2:10][CH2:9][C@H:8]2[C:13]([O:15][C:16]2[CH:25]=[CH:24][C:19]([C:20]([OH:22])=[O:21])=[C:18]([O:26][CH3:27])[CH:17]=2)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 22883080Methyl 4-(cis-2-phenyl-1-cyclohexanoyloxy)-2-methoxybenzoate

생성물 1

HCID 228830784-(cis-2-Phenyl-1-cyclohexanoyloxy)-2-methoxy-benzoic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
45 °C

실험 절차

To a stirred solution of methyl 4-(cis-2-phenyl- 1-cyclohexanoyloxy)-2-methoxybenzoate (230 mg, 0.64 mmol) in THF:H2O (5 mL:1 mL) was added LiOH.H2O (113.5 mg, 2.7 mmol). The reaction was heated to 45° C. over 12 h and then cooled to ambient temperature. The solvent was removed under reduced pressure. The crude solid was passed through a small plug of silca gel packed in 90:10 CH2Cl2 :MeOH(NH3) and eluted with same. The solvent was removed under reduced pressure to afford 4-(cis-2-phenyl-1-cyclohexanoyloxy)-2-methoxy-benzoic acid as a foam.

후처리

  1. temperaturecooled to ambient temperature
  2. customThe solvent was removed under reduced pressure
  3. washMeOH(NH3) and eluted with same
  4. customThe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-9cf6d25d3c4e47a1a40710053bd23b71
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05726172

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