反应 #684951

ord-d0dd117975bb4f1fa1b0064a511fcf44

反应方程式

[Na+].[OH-]
sodium hydroxide
[BH4-].[Na+]
sodium borohydride
O=S(=O)(O)O
sulfuric acid
CCCc1ccc(C(=O)O)cc1
p-n-propylbenzoic acid
CCCc1ccc(CO)cc1
title compound
收率 90.1%
CCCc1ccc(CO)cc1
(4-Propylphenyl)methanol
收率 90.1%

反应条件

温度
0°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他the temperature of the reaction system below 20° C.
  2. 2
    workup.ADDITIONwere added
  3. 3
    萃取this mixture was extracted with ethyl acetate
  4. 4
    洗涤The ethyl acetate layer was washed with saturated brine
  5. 5
    干燥dried over anhydrous magnesium sulfate
  6. 6
    浓缩concentrated under reduced pressure

实验过程

A solution of sodium borohydride (2.9 g, 76 mmol) and concentrated sulfuric acid in ether (prepared by adding 2.0 ml of concentrated sulfuric acid to 4.0 ml of ether) was added dropwise to a solution of p-n-propylbenzoic acid (5.0 g, 32 mmol) in tetrahydrofuran (20 ml) cooled to 0° C. keeping the temperature of the reaction system below 20° C., and then this mixture was stirred at room temperature for 3 hours. After the mixture was cooled on ice, methanol and 1 N sodium hydroxide were added, and this mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to give the title compound (4.33 g). This compound was used in the following reaction without purification.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07897387B2uspto-grants-2011_03