Water → 2H-Spiro[benzofuran-3,1'-cyclopropan]-4-ol

HRID 1023631ノート

反応式

HRID 1023631 の反応式
COC[O:4][C:5]1[C:10]2[C:11]3([CH2:14][O:15][C:9]=2[CH:8]=[CH:7][CH:6]=1)[CH2:13][CH2:12]3.O>CO.Cl>[C:11]12([C:10]3=[C:5]([OH:4])[CH:6]=[CH:7][CH:8]=[C:9]3[O:15][CH2:14]1)[CH2:13][CH2:12]2

参加物

5

反応物 2

HCID 962WaterHCID 672365434-(Methoxymethoxy)-2H-spiro[benzofuran-3,1'-cyclopropane]2 回

生成物 1

HCID 574113002H-Spiro[benzofuran-3,1'-cyclopropan]-4-ol収率 75.4%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

To a solution of 4-{[(methyloxy)methyl]oxy}spiro[1-benzofuran-3,1′-cyclopropane] (Reference Intermediate 213, 118 mg) in methanol (5 ml), HCl 2N in water (0.286 mL, 0.572 mmol) was added and the reaction mixture was stirred overnight at 50° C. Combined solvents were removed under reduced pressure and the residue was re-dissolved in toluen (10 ml) and the solvent was removed. The residue was purified by flash chromatography (Biotage system) on silica gel using a 10 g SNAP column and cyclohexane to cyclohexane/ethyl acetate 7:3 as eluents affording the title compound as a white solid (70 mg).

後処理

  1. customCombined solvents were removed under reduced pressure
  2. dissolutionthe residue was re-dissolved in toluen (10 ml)
  3. customthe solvent was removed
  4. customThe residue was purified by flash chromatography (Biotage system) on silica gel using a 10 g SNAP column and cyclohexane to cyclohexane/ethyl acetate 7:3 as eluents

出典と根拠

ORDレコード
ord-f05687d6e10b4814b5e1cd0f88b1e799
出典データセット
uspto-grants-2014_05
特許番号
US08722695B2

反応ノート

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