氯化铵 → 4-羟基-3-甲基苄醇

HRID 1269596

反应方程式

HRID 1269596 反应方程式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[CH3:10].[B-].CCCC[N+](CCCC)(CCCC)CCCC.[Cl-].[NH4+]>C(Cl)Cl>[OH:7][CH2:6][C:5]1[CH:8]=[CH:9][C:2]([OH:1])=[C:3]([CH3:10])[CH:4]=1

参与物

5

反应物 3

HCID 25517氯化铵2 次HCID 1399013-甲基-4-羟基苯甲醛HCID 9881569四丁基硼氢化铵

产物 1

HCID 142518564-羟基-3-甲基苄醇收率 78.9%

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂

实验过程

To a solution of 4-hydroxy-3-methylbenzaldehyde (10 g, 73.5 mmol) in dry CH2Cl2 (550 mL) under nitrogen at 5° C. was added tetra-N-butylammonium borohydride (20.58 g, 80 mmol) and the resultant mixture stirred for 1.25 h at 5° C. Saturated ammonium chloride solution (30 mL) was added to the reaction mixture and the resultant mixture stirred for 1 h at 5° C. Saturated ammonium chloride solution (60 mL) was added and the reaction mixture extracted with CH2Cl2, dried (Na2SO4) and the solvents removed in vacuo. Purification by flushing through silica (2×150 g) eluting with EtOAc afforded the title compound as an oily yellow solid (8.01 g).

后处理

  1. extractionthe reaction mixture extracted with CH2Cl2
  2. dry with materialdried (Na2SO4)
  3. customthe solvents removed in vacuo
  4. customPurification
  5. customby flushing through silica (2×150 g)
  6. washeluting with EtOAc

来源与证据

ORD记录
ord-65f961eafc8b4085a7dad5f5dd583874
来源数据集
uspto-grants-2007_04
专利号
US07199239B2

关联笔记

加载中…