Water → 4-(1-Indanoyloxy)-2-methoxy-benzoic acid

HRID 1676

反応式

HRID 1676 の反応式
[CH:1]1([C:10]([O:12][C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19]C)=[O:18])=[C:15]([O:23][CH3:24])[CH:14]=2)=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.O.O[Li].O>C1COCC1>[CH:1]1([C:10]([O:12][C:13]2[CH:22]=[CH:21][C:16]([C:17]([OH:19])=[O:18])=[C:15]([O:23][CH3:24])[CH:14]=2)=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 19690964Methyl 4-(1-indanoyloxy)-2-methoxy-benzoate

生成物 1

HCID 196909914-(1-Indanoyloxy)-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-(1-indanoyloxy)-2-methoxy-benzoate (125 mg, 0.43 mmol) in THF:H2O (1 mL: 0.2 mL) was added LiOH.H2O (35.2 mg, 0.84 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 80:20 hexanes:EtOAc and eluted with 50:50 hexanes:EtOAc. The solvent was removed under reduced pressure to afford 4-(1-indanoyloxy)-2-methoxy-benzoic acid as a foam.

後処理

  1. temperaturecooled to ambient temperature
  2. customThe solvent was removed under reduced pressure
  3. washEtOAc and eluted with 50:50 hexanes
  4. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-7d1e263a61084d54a5924ad814549c11
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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