Réaction #6610

ord-508e4f8861e640268b8364640bb5ce17

Équation de réaction

O
water
CC1(C)CCC(C)(C)c2cc(OCc3ccc(C(=O)O)cc3)ccc21
4-carboxybenzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl ether
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCI
iodoethane
CCOC(=O)c1ccc(COc2ccc3c(c2)C(C)(C)CCC3(C)C)cc1
title compound
Rendement 40.9%
CCOC(=O)c1ccc(COc2ccc3c(c2)C(C)(C)CCC3(C)C)cc1
4-Carbethoxybenzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl ether
Rendement 40.9%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Extractionextracted with ether
  2. 2
    Lavagethe organic phase was washed with water
  3. 3
    Séchagedried over Na2SO4
  4. 4
    Concentrationconcentrated
  5. 5
    AutreRecrystallization from methanol

Mode opératoire

2 g (6 mmol) of 4-carboxybenzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl ether, 2.7 g (19.6 mmol) of anhydrous potassium carbonate and 19 g (12.4 mmol) of iodoethane in 18 ml of butanone were refluxed for 7 h. The mixture was then poured into water and extracted with ether, and the organic phase was washed with water, dried over Na2SO4 and concentrated. Recrystallization from methanol resulted in 0.9 g of the title compound of melting point 76°-77° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05248823uspto-grants-1993_09