Acetic acid, azido-, ethyl ester → ethyl 2-(4-cyano-1H-1,2,3-triazol-1-yl)acetate

HRID 651248노트

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HRID 651248 반응식
[N:1]([CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])=[N+:2]=[N-:3].Cl[C:11](=[CH2:14])[C:12]#[N:13]>O>[CH2:8]([O:7][C:5](=[O:6])[CH2:4][N:1]1[CH:14]=[C:11]([C:12]#[N:13])[N:3]=[N:2]1)[CH3:9]

참가 물질

4

반응물 2

HCID 69480Acetic acid, azido-, ethyl esterHCID 701982-Chloroacrylonitrile

생성물 1

HCID 54053451ethyl 2-(4-cyano-1H-1,2,3-triazol-1-yl)acetate

시약·촉매·용매 1

HCID 962Water용매

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온도
80 °C

실험 절차

A mixture of ethyl 2-azidoacetate (1.29 g) and 2-chloroacrylonitrile (1.75 g) in water (10 ml) is stirred at about 80° C. for 16 hours. After cooling, the product is extracted with dichloromethane and the concentrated extract is purified by means of column chromatography on silica gel 60 (6 g; eluent toluenelethyl acetate=4:1). The purified product (yield 1.21 g; 67% of theory) of m.p. 47-48° C. (recrystallization from toluene/hexane) is obtained after concentrating the eluate and drying.

후처리

  1. temperatureAfter cooling
  2. extractionthe product is extracted with dichloromethane
  3. extractionthe concentrated extract
  4. customis purified by means of column chromatography on silica gel 60 (6 g; eluent toluenelethyl acetate=4:1)
  5. customThe purified product (yield 1.21 g; 67% of theory) of m.p. 47-48° C. (recrystallization from toluene/hexane)
  6. customis obtained
  7. concentrationafter concentrating the eluate and
  8. customdrying

출처 및 근거

ORD 기록
ord-bad92f970fae4fd68d2e6c1269ce3453
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06277999B1

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