HRID2291846

反应详情

EQUATION

反应方程式

HRID 2291846 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

A mixture of benzyl 2-benzyloxymethyl-4,4-dimethoxybutyl ether (51.62 g, 0.15 mol), acetic acid (70 ml), water (30 ml), and THF (100 ml) was refluxed for 2 h and then evaporated in vacuum. The residue was dissolved in ether and the solution washed with aqueous potassium carbonate solution and water, dried (MgSO4), and evaporated in vacuum. The residue of crude 4-benzyloxy-3-benzyloxymethylbutanal (quantitative yield) was dissolved in 100 ml of THF and added during 30 min. to a suspension of lithium aluminum hydride (7.6 g, 0.20 mol) in 100 ml of THF. Then 8 ml of water, 8 ml of 15% aqueous NaOH and 24 ml of water were added and the mixture was stirred until a white, sandy suspension was obtained. The inorganic salts were filtered off and washed with several portions of THF. The combined extracts were evaporated in vacuum to yield 41.93 g (93%) of the title compound.

WORKUP

后处理

  1. temperaturewas refluxed for 2 h
  2. customevaporated in vacuum
  3. dissolutionThe residue was dissolved in ether
  4. washthe solution washed with aqueous potassium carbonate solution and water
  5. dry with materialdried (MgSO4)
  6. customevaporated in vacuum