反应 #1227

ord-d9af6adb5c534d1a86a82222f63dd4ec

反应方程式

O
water
[H-].[Na+]
sodium hydride
COC(=O)c1ccc(-c2ccc3cc4c(cc3c2)C(C)(C)CCC4(C)C)cc1O
methyl 2-hydroxy-4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-anthryl)benzoate
CI
iodomethane
COC(=O)c1ccc(-c2ccc3cc4c(cc3c2)C(C)(C)CCC4(C)C)cc1OC
methyl 2-methoxy-4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-anthryl)benzoate

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.STIRRINGthe mixture was stirred at room temperature for two hours
  2. 2
    萃取extracted with ethyl ether
  3. 3
    其他the organic phase decanted
  4. 4
    干燥dried over magnesium sulfate
  5. 5
    其他evaporated
  6. 6
    其他1.6 g (96%) of the expected compound was recovered in the form of a colorless oil

实验过程

130 mg (4.2 mmol) of sodium hydride (80% in oil) and 20 ml of DMF were introduced into a three-necked flask, a solution of 1.6 g (4.2 mmol) of methyl 2-hydroxy-4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-anthryl)benzoate in 50 ml of DMF was added dropwise and the mixture was stirred until gaseous emission ceased. 340 μl (5.5 mmol) of iodomethane were then added and the mixture was stirred at room temperature for two hours. The reaction medium was poured into water, extracted with ethyl ether, the organic phase decanted, dried over magnesium sulfate and evaporated. 1.6 g (96%) of the expected compound was recovered in the form of a colorless oil.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05723499uspto-grants-1998_03