تفاعل #3707

ord-1b59e09c326a4a03910529e081276b80

معادلة التفاعل

COC(=O)c1ccc(CC(=O)c2ccccc2Cl)cc1
methyl 4-[2-(2-chlorophenyl)-2-oxoethyl]benzoate
[Na+].[OH-]
NaOH
O=C(O)CC(O)(CC(=O)O)C(=O)O
citric acid
O=C(O)c1ccc(CC(=O)c2ccccc2Cl)cc1
desired product
المردود 96.7%
O=C(O)c1ccc(CC(=O)c2ccccc2Cl)cc1
4-[2-(2-Chlorophenyl)-2-oxoethyl]benzoic acid
المردود 96.7%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةis refluxed for 3 hours
  2. 2
    أخرىThe reaction mixture is evaporated in vacuo
  3. 3
    أخرىto remove the CH3OH
  4. 4
    استخلاصThe aqueous phase is extracted with CH2Cl2
  5. 5
    أخرىThe resulting solid is collected
  6. 6
    أخرىdried under vacuum

الإجراء التجريبي

A mixture of 18.78 g of methyl 4-[2-(2-chlorophenyl)-2-oxoethyl]benzoate in 288.8 ml of CH3OH, 72.2 ml of water and 5.2 g of NaOH is refluxed for 3 hours then acidified with 2N citric acid. The reaction mixture is evaporated in vacuo to remove the CH3OH. The aqueous phase is extracted with CH2Cl2 and acidified with 1N HCl. The resulting solid is collected and dried under vacuum to give 17.27 g of the desired product, m.p. 168°-172° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05733905uspto-grants-1998_03