HCID 19614017、化合物 → 2,2-Dimethyl-3-ethoxycarbonyl-cyclopropane-1-carbonitrile

HRID 1155650ノート

反応式

HRID 1155650 の反応式
[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]

参加物

4

反応物 2

HCID 19614017HCID 19614017、化合物HCID 54309071HCID 54309071、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
20 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-aec9b1469aa7409487788c688755cf55
出典データセット
uspto-grants-1982_06
特許番号
US04332745

反応ノート

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