硼氢化钠 → 2-Hydroxybicyclo[3.2.0]heptan-6-one

HRID 15185

反应方程式

HRID 15185 反应方程式
C([O:3][C:4]1(OCC)[CH2:10][CH:9]2[CH:5]1[CH2:6][CH2:7][C:8]2=[O:11])C.[BH4-].[Na+]>O1CCOCC1.OP([O-])(O)=O.[K+].Cl>[OH:11][CH:8]1[CH2:7][CH2:6][CH:5]2[CH:9]1[CH2:10][C:4]2=[O:3]

参与物

6

反应物 2

HCID 4311764硼氢化钠HCID 125643656,6-Diethoxybicyclo[3.2.0]heptan-2-one

产物 1

HCID 134438072-Hydroxybicyclo[3.2.0]heptan-6-one

试剂、催化剂与溶剂 3

HCID 313海萝胶溶剂HCID 312751,4-二氧六环溶剂HCID 516951磷酸钾溶剂

实验过程

To a stirred solution of compound 1F in dioxane (50 mL) and 2M KH2PO4 (50 mL) was added NaBH4 (1.0 g, 26.4 mmol) over a 10 min-period, and the stirring was continued at RT for 1 hr. The reaction mixture was diluted with 2M HCl to adjust pH to 1, and stirred at RT for another 1 hr. The reaction was concentrated, dissolved in EtOAc, washed with water, dried over Na2SO4, and concentrated. Purification by silica gel chromatography (50% EtOAc in hexanes) provided the title compound (1.9 g) as a pale yellow oil.

后处理

  1. concentrationThe reaction was concentrated
  2. dissolutiondissolved in EtOAc
  3. washwashed with water
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated
  6. customPurification by silica gel chromatography (50% EtOAc in hexanes)

来源与证据

ORD记录
ord-479eea0990784411930dc1e50887c603
来源数据集
uspto-grants-2010_06
专利号
US07732480B2

关联笔记

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