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

HRID 1678

反応式

HRID 1678 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
45 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9cf6d25d3c4e47a1a40710053bd23b71
出典データセット
uspto-grants-1998_03
特許番号
US05726172

関連ノート

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