تفاعل #1328421

ord-284ab8b931e540ada41736c24d6676e3

معادلة التفاعل

O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=C(O)CCBr
3-bromopropionic acid
COC(=O)c1ccc(Cl)cc1S
methyl 2-mercapto-4-chlorobenzoate
COC(=O)c1ccc(Cl)cc1SCCC(=O)O
Methyl 2-(2-hydroxycarbonyleth-1-yl)thio-4-chlorobenzoate

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.DISTILLATIONThe solvent was distilled off
  2. 2
    استخلاصthe mixture was extracted with diethyl ether
  3. 3
    ترشيحthe resulting precipitate was filtered off with suction
  4. 4
    أخرىdried

الإجراء التجريبي

179.5 g (1.3 mol) of potassium carbonate and, a little at a time, 94.5 g (0.62 mol) of 3-bromopropionic acid were added to a solution of 125.4 g (0.62 mol) of methyl 2-mercapto-4-chlorobenzoate in 1.5 l of acetone, and the reaction mixture was stirred at room temperature for 12 hours. The solvent was distilled off, the residue was taken up in water and the mixture was extracted with diethyl ether. The aqueous phase was then made acidic using concentrated hydrochloric acid, and the resulting precipitate was filtered off with suction and dried. This gave 150 g (88%) of methyl 2-(2-hydroxycarbonyleth-1-yl)thio-4-chlorobenzoate.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07115545B1uspto-grants-2006_10