Water → 3-Difluoromethoxy-benzyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylate

HRID 1105853ノート

反応式

HRID 1105853 の反応式
[F:1][CH:2]([F:12])[O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH2:7]Br.[CH3:13][C:14]1([CH3:24])[CH:16]([CH:17]=[C:18]([Cl:20])[Cl:19])[CH:15]1[C:21]([OH:23])=[O:22].[OH-].[K+].O>C1(C)C=CC=CC=1.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH3:13][C:14]1([CH3:24])[CH:16]([CH:17]=[C:18]([Cl:20])[Cl:19])[CH:15]1[C:21]([O:23][CH2:7][C:6]1[CH:9]=[CH:10][CH:11]=[C:4]([O:3][CH:2]([F:12])[F:1])[CH:5]=1)=[O:22]

参加物

7

反応物 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 91658Permethric acidHCID 27369993-(Difluoromethoxy)benzyl bromide

生成物 1

HCID 233170343-Difluoromethoxy-benzyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylate収率 78%

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 1140Toluene溶媒

実験手順

6.81 g (0.03 mol) of 3-difluoromethoxy-benzyl bromide and 6.27 g (0.03 mol) of 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylic acid were dissolved in 150 ml of toluene, 0.5 g of tetrabutylammonium bromide and 2 g of powdered KOH (industrial product, 87% pure) were added and the mixture was heated to the boil for 2-3 hours. After cooling, the reaction mixture was poured into 150 ml of water, the toluene phase was separated off, washed with 100 ml of water and dried with sodium sulphate and the toluene was distilled off in vacuo. Last residues of solvent were removed by incipient distillation at a bath temperature of 60°-80° C./0.2 to 1 mm Hg. 8.3 g (78% of theory) of 3-difluoromethoxy-benzyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylate were obtained as a viscous oil with the refractive index hD20 =1.5110.

後処理

  1. temperaturethe mixture was heated to the boil for 2-3 hours
  2. temperatureAfter cooling
  3. customthe toluene phase was separated off
  4. washwashed with 100 ml of water
  5. dry with materialdried with sodium sulphate
  6. distillationthe toluene was distilled off in vacuo
  7. customLast residues of solvent were removed by incipient distillation at a bath temperature of 60°-80° C./0.2 to 1 mm Hg

出典と根拠

ORDレコード
ord-cdb1b75c75cc4090a610983e6f6dd6d0
出典データセット
uspto-grants-1982_01
特許番号
US04310540

反応ノート

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