Benzaldehyde → alpha-Cyanobenzyl 2,2,3,3-tetramethylcyclopropanecarboxylate

HRID 839517ノート

反応式

HRID 839517 の反応式
[CH:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C-:9]#[N:10].[Na+].Cl[CH:13]1[C:16]([CH3:18])([CH3:17])[C:15]([CH3:20])([CH3:19])[C:14]1=[O:21]>CN(C)C=O>[CH3:20][C:15]1([CH3:19])[C:16]([CH3:17])([CH3:18])[CH:13]1[C:14]([O:8][CH:1]([C:9]#[N:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:21]

参加物

5

反応物 3

HCID 240BenzaldehydeHCID 8929Sodium CyanideHCID 11105656Cyclobutanone, 4-chloro-2,2,3,3-tetramethyl-

生成物 1

HCID 14580510alpha-Cyanobenzyl 2,2,3,3-tetramethylcyclopropanecarboxylate収率 65%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

A mixture of 100 mmol of benzaldehyde, 100 mmol of sodium cyanide and 50 ml of N,N-dimethylformamide was stirred at a temperature of 80° C for 30 min. Then, an amount of 100 mmol of 2-chloro-3,3,4,4-tetramethylcyclobutanone was added over a period of 30 min and stiring was continued for six hours. At the end of this period the reactants were fully converted and alpha-cyanobenzyl 2,2,3,3-tetramethylcyclopropanecarboxylate was obtained in a yield of 65%.

後処理

  1. waitstiring was continued for six hours

出典と根拠

ORDレコード
ord-cdab0128e9534c5fb84552fc15632672
出典データセット
uspto-grants-1978_06
特許番号
US04096170

反応ノート

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