تفاعل #10481

ord-1a5375979fb5402d8fe980b291f4b317

معادلة التفاعل

Cc1ccc(C2(C(=O)O)CC2C(=O)O)cc1
1-(4-methylphenyl)-1,2-cyclopropanedicarboxylic acid
NC(N)=O
urea
Cc1ccc(C23CC2C(=O)NC3=O)cc1
(±)-1-(4-methylphenyl)-3-azabicyclo[3.1.0]hexan-2,4-dione

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated
  2. 2
    درجة الحرارةto reflux
  3. 3
    درجة الحرارةat reflux until the reaction
  4. 4
    أخرىOn completion of the reaction period
  5. 5
    درجة الحرارةthe solution was cooled to 80–90° C.
  6. 6
    غسيلwashed with water (69 L)

الإجراء التجريبي

A mixture of purified 1-(4-methylphenyl)-1,2-cyclopropanedicarboxylic acid (58 kg), toluene (465 kg) and urea (23.8 kg) was heated to reflux and the mixture held at reflux until the reaction was complete. On completion of the reaction period, the solution was cooled to 80–90° C. and washed with water (69 L). The lower aqueous layer was discarded. In this way (±)-1-(4-methylphenyl)-3-azabicyclo[3.1.0]hexan-2,4-dione was obtained as a solution in toluene.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07094799B2uspto-grants-2006_08