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

HRID 1491600노트

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HRID 1491600 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

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-1,3diol was obtained as a colourless oil (5.5 g.).

후처리

  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

출처 및 근거

ORD 기록
ord-460e5908febd4028a97ee22f3f68fa30
출처 데이터셋
uspto-grants-1994_12
특허 번호
US05371075

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