تفاعل #4634

ord-b83de7ddf3984ec7810453a88a6980b1

معادلة التفاعل

O=C(NCCO)NCc1ccccc1O
N-(2-hydroxyethyl)-N'-(2-hydroxybenzyl)urea
O=C([O-])[O-].[K+].[K+]
potassium carbonate
ClCC1CO1
epichlorohydrin
O=C(NCCO)NCc1ccccc1OCC1CO1
N-[2-(2,3-epoxypropoxy)benzyl]-N'-(2-hydroxyethyl)urea

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe solids are then suction-filtered whilst hot,
  2. 2
    غسيلwashed with acetonitrile
  3. 3
    تركيزthe filtrate is concentrated by evaporation in vacuo
  4. 4
    أخرىThe oil remaining crystallises when
  5. 5
    workup.WAITleft
  6. 6
    أخرىis recrystallised from 320 ml of ethyl acetate, with carbon treatment

الإجراء التجريبي

A mixture of 29.2 g of N-(2-hydroxyethyl)-N'-(2-hydroxybenzyl)urea, 440 ml of epichlorohydrin and 38.9 g of potassium carbonate is stirred for 6 hours at 90°. The solids are then suction-filtered whilst hot, washed with acetonitrile and the filtrate is concentrated by evaporation in vacuo. The oil remaining crystallises when left to stand and is recrystallised from 320 ml of ethyl acetate, with carbon treatment. The resulting epoxide melts at 96°-99°.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04727067uspto-grants-1988_02