تفاعل #424445

ord-2f99021b793d4dbbbcfbd5d010d0a9e5

معادلة التفاعل

CCOC(=O)c1cccc(O)c1C
Ethyl 3-hydroxy-2-methylbenzoate
O=C([O-])[O-].[K+].[K+]
K2CO3
Cc1cccc(C)c1CCl
2,6-Dimethylbenzyl chloride
CCOC(=O)c1cccc(OCc2c(C)cccc2C)c1C
title compound
CCOC(=O)c1cccc(OCc2c(C)cccc2C)c1C
Ethyl 3-(2,6-dimethylbenzyloxy)-2-methylbenzoate

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلwashed with water (20 ml) 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 (hex: ethyl acetate 4:1)

الإجراء التجريبي

To a stirred solution of Ethyl 3-hydroxy-2-methylbenzoate (Step A, 3.1 g, 17.22 mmol), K2CO3 (3.09 g, 22.38 mmol) in dry DMF (15 ml) was added 2,6-Dimethylbenzyl chloride (3.19 g, 20.66 mmol) at room temperature under argon. The reaction mixture was stirred for 16 hours, diluted with EtOAc (40 ml), washed with water (20 ml) and brine. The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex: ethyl acetate 4:1) to give the title compound as a white solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08889724B2uspto-grants-2014_11