Sodium Hydroxide → 2-Benzyloxymethyl-2-(2,2-dimethylpropyl)-propan-1,3-diol

HRID 1089146ノート

反応式

HRID 1089146 の反応式
[CH2:1]([O:8][CH2:9][C:10]([CH2:21][C:22]([CH3:25])([CH3:24])[CH3:23])([C:16](OCC)=[O:17])[C:11](OCC)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>C(OCC)C>[CH2:1]([O:8][CH2:9][C:10]([CH2:21][C:22]([CH3:25])([CH3:24])[CH3:23])([CH2:16][OH:17])[CH2:11][OH:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 15021954Diethyl 2-benzyloxymethyl-2-(2,2-dimethylpropyl)malonateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 150219552-Benzyloxymethyl-2-(2,2-dimethylpropyl)-propan-1,3-diol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

Diethyl 2-benzyloxymethyl-2-(2,2-dimethylpropyl)malonate (15 g.) in dry diethyl ether (50 ml.) was added slowly to a stirred suspension of lithium aluminium hydride (7.0 g.) in dry diethyl ether (200 ml.) at 0°, under nitrogen. The mixture was stirred at room temperature for 12 hours. Aqueous sodium hydroxide solution (25 ml., 10% solution) was added carefully. The mixture was filtered and the solid was washed with diethyl ether. The filtrates were dried over anhydrous magnesium sulphate and evaporated in vacuo. The residue was purified by chromatography on silica, eluting with 1:4 ethyl acetate:hexane. 2-Benzyloxymethyl-2-(2,2-dimethylpropyl)-propan-1,3-diol was obtained as a colourless oil (5.5 g.).

後処理

  1. filtrationThe mixture was filtered
  2. washthe solid was washed with diethyl ether
  3. dry with materialThe filtrates were dried over anhydrous magnesium sulphate
  4. customevaporated in vacuo
  5. customThe residue was purified by chromatography on silica
  6. washeluting with 1:4 ethyl acetate

出典と根拠

ORDレコード
ord-3eecc6860c794a4fa51e24cdb3dfcf07
出典データセット
uspto-grants-1990_10
特許番号
US04965257

反応ノート

読み込み中…