Water → 4-[4-Sulfonylpyranoyloxy]-2-methoxybenzoic acid

HRID 1698

反応式

HRID 1698 の反応式
[S:1](=[C:4]1[CH:9]=[CH:8][O:7][C:6]([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])=[CH:5]1)(=[O:3])=[O:2].O.O[Li].O>C1COCC1>[S:1](=[C:4]1[CH:9]=[CH:8][O:7][C:6]([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])=[CH:5]1)(=[O:2])=[O:3]

参加物

5

反応物 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 86752226Methyl 4-[4-sulfonylpyranoyloxy]-2-methoxybenzoate

生成物 1

HCID 867522274-[4-Sulfonylpyranoyloxy]-2-methoxybenzoic 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-[4-sulfonylpyranoyloxy]-2-methoxybenzoate (470 mg, 1.5 mmol)in THF:H2O (18 mL: 2 mL) was added LiOH.H2O (128 mg, 3 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 passed through a plug of silca gel packed in 80:20 hexanes:EtOAc and eluted with same. The solvent was removed under reduced pressure to afford 4-[4-sulfonylpyranoyloxy]-2-methoxybenzoic acid as a white solid.

後処理

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

出典と根拠

ORDレコード
ord-633f98fd12d84e92930ec5dccc1d3957
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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