反应 #40374

ord-c2a674e1238f4dc8b04cc0d29f019f60

反应方程式

[Na+].[OH-]
sodium hydroxide
O=S(=O)(O)O
sulfuric acid
CCc1ccc(CC(C)(C)O)cc1
1-(4-ethylphenyl)-2-methylpropan-2-ol
CC#N
acetonitrile
CCc1ccc(CC(C)(C)NC(C)=O)cc1
N-[2-(4-ethylphenyl)-1,1-dimethylethyl]acetamide

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他rises to 65° C
  2. 2
    workup.STIRRINGAfter another 30 minutes' stirring
  3. 3
    其他the solid precipitated
  4. 4
    过滤filtered
  5. 5
    洗涤washed with water
  6. 6
    workup.DISSOLUTIONThe crude product is dissolved in ethyl acetate
  7. 7
    干燥dried with sodium sulfate
  8. 8
    其他evaporated down
  9. 9
    其他is precipitated which
  10. 10
    过滤is filtered off
  11. 11
    其他dried

实验过程

6.2 mL of concentrated sulfuric acid is added dropwise to 15.5 g (87 mmol) of 1-(4-ethylphenyl)-2-methylpropan-2-ol in 4.8 mL (91 mmol) acetonitrile and 15 mL glacial acetic acid within 15 minutes, during which time the temperature rises to 65° C. It is then stirred for one hour, diluted with ice water, and made alkaline with concentrated sodium hydroxide solution. After another 30 minutes' stirring, the solid precipitated is suction filtered and washed with water. The crude product is dissolved in ethyl acetate, dried with sodium sulfate, and evaporated down. The oil remaining is combined with petroleum ether, whereupon a solid is precipitated which is filtered off and dried. Yield: 16.3 g (85%); melting point 90° C.-92° C.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07727984B2uspto-grants-2010_06