تفاعل #604045

ord-4f74d5a260b84d35bd425753e3e4ef3c

معادلة التفاعل

CCOC(=O)Cc1ccc(C)c(O)c1
Ethyl 2-(3-hydroxy-4-methylphenyl)acetate
O=C([O-])[O-].[K+].[K+]
K2CO3
Cc1cccc(C)c1CCl
2,6-Dimethylbenzyl chloride
CCOC(=O)Cc1ccc(C)c(OCc2c(C)cccc2C)c1
title compound
CCOC(=O)Cc1ccc(C)c(OCc2c(C)cccc2C)c1
Ethyl 2-(3-(2,6-dimethylbenzyloxy)-4-methylphenyl)acetate

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلwashed with water (2×), and brine
  2. 2
    تجفيفThe organic layer was dried over Na2SO4
  3. 3
    ترشيحfiltered
  4. 4
    تركيزconcentrated
  5. 5
    أخرىpurified by flash chromatography on a silica gel column (hexane:ethyl acetate, 4:1)

الإجراء التجريبي

To a stirred solution of Ethyl 2-(3-hydroxy-4-methylphenyl)acetate (Step C, 1.84 g, 9.5 mmol), K2CO3 (1.96 g, 14.2 mmol) in DMF (10 ml) was added 2,6-Dimethylbenzyl chloride (1.61 g, 10.4 mmol) at room temperature under argon. The reaction mixture was stirred for 16 hours at the room temperature, diluted with ethyl acetate and washed with water (2×), and brine. The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hexane:ethyl acetate, 4:1) to give the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09115072B2uspto-grants-2015_08