Реакция #1227

ord-d9af6adb5c534d1a86a82222f63dd4ec

Уравнение реакции

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

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.STIRRINGthe mixture was stirred at room temperature for two hours
  2. 2
    Экстракцияextracted with ethyl ether
  3. 3
    Другоеthe organic phase decanted
  4. 4
    Сушкаdried over magnesium sulfate
  5. 5
    Другоеevaporated
  6. 6
    Другое1.6 g (96%) of the expected compound was recovered in the form of a colorless oil

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05723499uspto-grants-1998_03