Potassium Carbonate → Fenpropathrin

HRID 460882

反応式

HRID 460882 の反応式
[CH3:1][C:2]1([CH3:10])[C:4]([CH3:6])([CH3:5])[CH:3]1[C:7]([OH:9])=[O:8].C(=O)([O-])[O-].[K+].[K+].[C:17]([CH:19](Br)[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:21]=1)#[N:18]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[CH3:1][C:2]1([CH3:10])[C:4]([CH3:6])([CH3:5])[CH:3]1[C:7]([O:9][CH:19]([C:17]#[N:18])[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([O:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:21]=1)=[O:8]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 1521152,2,3,3-Tetramethylcyclopropanecarboxylic acidHCID 12713810alpha-Cyano-3-phenoxybenzyl bromide

生成物 1

HCID 47326Fenpropathrin

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 1140Toluene溶媒

反応条件

温度
25 °C

実験手順

A mixture of 2,2,3,3-tetramethylcyclopropane carboxylic acid (7.8g, 0.055M), potassium carbonate (3.8g, 0.0275M) water (40 mls), tetrabutylammonium bromide (1.5g, 10 mole %), alpha-cyano-3-phenoxybenzyl bromide (14.4g, 0.05 mole) and toluene (50 ml) was stirred at 25° C for 5 hours. The aqueous phase was separated and the toluene layer washed twice with 5% potassium carbonate solution and twice with water. The solution was filtered through a pad of silica-gel (3g) and evaporated to leave a pale-yellow oil (17.4g; purity = 92%). Recrystallisation of this material from hexane gave pure alpha-cyano-3-phenoxybenzyl 2,2,3,3-tetramethylcyclopropane carboxylate, melting point 50°-51° C.

後処理

  1. customThe aqueous phase was separated
  2. washthe toluene layer washed twice with 5% potassium carbonate solution and twice with water
  3. filtrationThe solution was filtered through a pad of silica-gel (3g)
  4. customevaporated
  5. customto leave a pale-yellow oil (17.4g; purity = 92%)
  6. customRecrystallisation of this material from hexane

出典と根拠

ORDレコード
ord-4dfe1e93ec344e84a042df794ed4aa2a
出典データセット
uspto-grants-1977_12
特許番号
US04061664

関連ノート

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