تفاعل #2044994

ord-d78047c6a2dc4171a52c7dbb51d75865

معادلة التفاعل

COC(=O)c1ccccc1O
methyl salicylate
O=C([O-])[O-].[K+].[K+]
K2CO3
COC(=O)CCl
methyl chloroacetate
COC(=O)COc1ccccc1C(=O)OC
1
المردود 17.0%
COC(=O)COc1ccccc1C(=O)OC
2-Methoxycarbonylmethoxy-benzoic acid methyl ester
المردود 17.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةrefluxed for 36 hours
  2. 2
    workup.DISTILLATIONThe acetone was distilled off
  3. 3
    workup.ADDITIONwater (1200 ml) was added
  4. 4
    استخلاصCrude 1 was extracted into chloroform
  5. 5
    تجفيفdried over Na2SO4
  6. 6
    workup.DISTILLATIONdistilled
  7. 7
    أخرىpurified by column chromatography on silica gel

الإجراء التجريبي

To a mixture of methyl salicylate (100 g, 657 mmol) and anhydrous K2CO3 (360 g, 2.605 mol) in anhydrous acetone (1000 ml) was added methyl chloroacetate (94 g, 866 mmol) and refluxed for 36 hours. The acetone was distilled off and water (1200 ml) was added. Crude 1 was extracted into chloroform, dried over Na2SO4 distilled and purified by column chromatography on silica gel using hexane as eluant to give pure 1 (25 grams, 17%) as a light yellow syrup.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08409559B2uspto-grants-2013_04