反应 #1513

ord-0396fca3395e4ebeb8f2c15f2dea83c8

反应方程式

Cl
hydrochloric acid
O=C(O)c1ccc(-c2ccc(O)cc2)cc1
4'-hydroxybiphenyl-4-carboxylic acid
CCCCCCCCCCBr
n-decyl bromide
[K+].[OH-]
potassium hydroxide
[I-].[Na+]
sodium iodide
[K+].[OH-]
potassium hydroxide
CCCCCCCCCCOc1ccc(-c2ccc(C(=O)O)cc2)cc1
4'-decyloxybiphenyl-4-carboxylic acid
收率 6.0%

反应条件

温度
100°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度was heated
  2. 2
    温度the mixture was further heated
  3. 3
    温度under reflux for 2 hours
  4. 4
    温度to cool up to room temperature
  5. 5
    其他The deposited product was separated by filtration
  6. 6
    workup.DISSOLUTIONdissolved in acetone
  7. 7
    温度with heating
  8. 8
    过滤followed by filtration
  9. 9
    浓缩The resulting filtrate was concentrated

实验过程

A mixture of 21.4 g (0.1 mol) of 4'-hydroxybiphenyl-4-carboxylic acid, 33.15 g (0.15 mol) of n-decyl bromide, 13.20 g (0.2 mol) of 85% potassium hydroxide, 1.05 g (7 mmol) of sodium iodide, 500 ml of ethanol and 100 ml of distilled water was heated under reflux at 100° C. for 12 hours. After 40 ml of 25% potassium hydroxide was added, the mixture was further heated under reflux for 2 hours. After allowing the reaction system to cool up to room temperature, the reaction mixture in cold water was acidified with 36% hydrochloric acid. The deposited product was separated by filtration and dissolved in acetone with heating, followed by filtration. The resulting filtrate was concentrated to obtain 1.97 g (6 mmol) of 4'-decyloxybiphenyl-4-carboxylic acid.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05725798uspto-grants-1998_03