HCID 19614017, 화합물 → 2,2-Dimethyl-3-ethoxycarbonyl-cyclopropane-1-carbonitrile

HRID 1155650노트

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HRID 1155650 반응식
[N+](=C1CCCCCCCC1C1CCCCCCCC1)=[N-].[CH2:21]([O:23][C:24]([CH2:26][C:27]([CH3:33])([CH3:32])[CH:28](Br)[C:29]#[N:30])=[O:25])[CH3:22]>O>[CH2:21]([O:23][C:24]([CH:26]1[C:27]([CH3:33])([CH3:32])[CH:28]1[C:29]#[N:30])=[O:25])[CH3:22]

참가 물질

4

반응물 2

HCID 19614017HCID 19614017, 화합물HCID 54309071HCID 54309071, 화합물

생성물 1

HCID 128503382,2-Dimethyl-3-ethoxycarbonyl-cyclopropane-1-carbonitrile수율 75%

시약·촉매·용매 1

HCID 962Water용매

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온도
20 °C

실험 절차

14.8 g (0.12 mol) of diazobicyclononane were added dropwise to a solution of 24.8 g (0.1 mol) of 3-bromo-3-cyano-2,2-dimethyl-propane-1-carboxylic acid ethyl ester in 100 ml of alcohol at 20° C. The mixture was then warmed to 50°-60° C. for 3 hours and cooled to 20° C., and 200 ml of water were added to the reaction mixture. The mixture was extracted twice with 100 ml of methylene chloride each time. The combined methylene chloride extracts were washed twice with 50 ml of 5% strength hydrochloric acid each time and twice with 50 ml of water each time, dried over sodium sulphate and concentrated. The residue was fractionated. 12.5 g (75% of theory) of 2-cyano-3,3-dimethyl-cyclopropane-1-carboxylic acid ethyl ester were obtained in the form of a colorless oil of boiling point 62°-64° C./1 mm Hg.

후처리

  1. temperatureThe mixture was then warmed to 50°-60° C. for 3 hours
  2. extractionThe mixture was extracted twice with 100 ml of methylene chloride each time
  3. washThe combined methylene chloride extracts were washed twice with 50 ml of 5% strength hydrochloric acid each time
  4. dry with materialtwice with 50 ml of water each time, dried over sodium sulphate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-aec9b1469aa7409487788c688755cf55
출처 데이터셋
uspto-grants-1982_06
특허 번호
US04332745

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