1,2-Dibromoethane → Ethyl 1-[(E)-benzylideneamino]cyclopropane-1-carboxylate

HRID 1632925

반응식

HRID 1632925 반응식
[H-].[Na+].[CH2:3]([O:5][C:6](=[O:16])[CH2:7][N:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:4].Br[CH2:18][CH2:19]Br>C(OCC)C.CS(C)=O>[CH:9](=[N:8][C:7]1([C:6]([O:5][CH2:3][CH3:4])=[O:16])[CH2:19][CH2:18]1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

6

반응물 3

HCID 78391,2-DibromoethaneHCID 24758Sodium hydrideHCID 357745Ethyl 2-(benzylideneamino)acetate

생성물 1

HCID 12783664Ethyl 1-[(E)-benzylideneamino]cyclopropane-1-carboxylate수율 70.4%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 3283Diethyl Ether용매

실험 절차

25.2 g (1.05 moles) of sodium hydride are added a little at a time under nitrogen to 100 g (0.523 mole) of N-benzylideneglycine ethyl ester and 45.1 ml (0.523 mole) of 1,2-dibromoethane in 500 ml of dry diethyl ether and 170 ml of dry dimethylsulfoxide, so that the well-stirred mixture remains at from 20° to 30° C. The mixture is stirred at room temperature overnight and filtered, and 1 l of water is added to the filtrate. The ethereal phase is separated off, washed with twice 200 ml of water, dried over sodium sulfate and evaporated under reduced pressure to give 80 g (70%) of ethyl N-benzylidene-1-aminocyclopropanecarboxylate as an oil.

후처리

  1. customremains at from 20° to 30° C
  2. filtrationfiltered
  3. addition1 l of water is added to the filtrate
  4. customThe ethereal phase is separated off
  5. washwashed with twice 200 ml of water
  6. dry with materialdried over sodium sulfate
  7. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-2876887b8d1049129f853793ab3dd93c
출처 데이터셋
uspto-grants-1984_10
특허 번호
US04478758

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