2-Nitrobenzyl chloride → Diethyl (formylamino)((2-nitrophenyl)methyl)propanedioate

HRID 1648304

반응식

HRID 1648304 반응식
[CH:1]([NH:3][CH:4]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[O:2].[N+:15]([C:18]1[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=1[CH2:20]Cl)([O-:17])=[O:16]>[O-]CC.[Na+]>[CH:1]([NH:3][C:4]([CH2:20][C:19]1[CH:22]=[CH:23][CH:24]=[CH:25][C:18]=1[N+:15]([O-:17])=[O:16])([C:5]([O:7][CH2:8][CH3:9])=[O:6])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:2]

참가 물질

4

반응물 2

HCID 119212-Nitrobenzyl chlorideHCID 80617Diethyl formamidomalonate

생성물 1

HCID 53819953Diethyl (formylamino)((2-nitrophenyl)methyl)propanedioate수율 75.4%

시약·촉매·용매 1

HCID 2723922Sodium ethoxide용매

실험 절차

Diethyl (formylamino)malonate (20.3 g, 0.1 mol) was added to a stirred solution of sodium ethoxide (250 mL of 0.4 M). 2-Nitrobenzyl chloride (17.2 g, 0.1 mol) was added, the mixture was refluxed for 2 hours and the solvent was then removed under reduced pressure. The material was partitioned between ethyl acetate and water, the ethyl acetate was separated and evaporated to give 40.3 g of crude product. The compound was crystallized from ethyl acetate:hexane to give 25.5 g of diethyl (formylamino)((2-nitrophenyl)methyl)propanedioate; mp 129°-132° C.

후처리

  1. temperaturethe mixture was refluxed for 2 hours
  2. customthe solvent was then removed under reduced pressure
  3. customThe material was partitioned between ethyl acetate and water
  4. customthe ethyl acetate was separated
  5. customevaporated
  6. customto give 40.3 g of crude product
  7. customThe compound was crystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-11cce98a32824fc780482f4b13fc88d1
출처 데이터셋
uspto-grants-1995_07
특허 번호
US05436240

연결된 노트

불러오는 중…