Reacción #1227

ord-d9af6adb5c534d1a86a82222f63dd4ec

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.STIRRINGthe mixture was stirred at room temperature for two hours
  2. 2
    Extracciónextracted with ethyl ether
  3. 3
    Otrothe organic phase decanted
  4. 4
    Secadodried over magnesium sulfate
  5. 5
    Otroevaporated
  6. 6
    Otro1.6 g (96%) of the expected compound was recovered in the form of a colorless oil

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05723499uspto-grants-1998_03