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

HRID 1274504노트

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HRID 1274504 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>[C:12]([C:11]1[N:3]=[N:2][N:1]([CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:14]=1)#[N:13]

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: toluene/ethyl 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: toluene/ethyl 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-7274074ca09d4afe91718cc1127c8d38
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06156907

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