huagongshe.com
HRID854663

反应详情

EQUATION

反应方程式

HRID 854663 的结构方程式

REACTANTS

反应物

3
结构：O
HCID962

Water

H2O

结构：COC(C)(C)C
HCID15413

Methyl tert-butyl ether

C5H12O

结构：CC(C)(C)OC(=O)C(C)(C)OC[C@H]1CCC[C@@H](CO[Si](C)(C)C(C)(C)C)C1
HCID131726568

未命名化合物

2 次

PRODUCTS

生成物

1
结构：CC(C)(C)OC(=O)C(C)(C)OC[C@H]1CCC[C@@H](CO)C1
HCID57682955

未命名化合物

收率 45.1%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：C1CCOC1
溶剂HCID8028

Tetrahydrofuran

C4H8O

CONDITIONS

反应条件

温度
60 °C

PROCEDURE

实验过程

4.5 g of tert-butyl 2-[cis-3-(tert-butyidimethylsilanyloxymethyl)cyclohexyl-methoxy]-2-methylpropionate (synthesis analogously to tert-butyl 2-[cis-3-(tert-butyldimethylsilanyloxymethyl)cyclohexylmethoxy]-2-methylpropionate in Example 55) are dissolved in 85 ml of THF, 2.24 g of TBAF trihydrate are added and the mixture is stirred at 60° C. for 90 min. Water and MTBE are added, the phases are separated and the organic phase is dried over MgSO4 and concentrated. The residue is chromatographed on silica gel (heptane/ethyl acetate 1:1), which gives 1.45 g of tert-butyl 2-[cis-3-hydroxymethylcyclohexylmethoxy]-2-methylpropionate. C16H30O4 (286.42), MS (ESI): 287 (MH+).

WORKUP

后处理

  1. customthe phases are separated
  2. dry with materialthe organic phase is dried over MgSO4
  3. concentrationconcentrated
  4. customThe residue is chromatographed on silica gel (heptane/ethyl acetate 1:1), which