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Pentafluorobenzyl bromide → Pentafluoro-benzyl 2,2-dimethyl-3-(2-chloro-2-p-chloro-phenyl-vinyl)-cyclopropanecarboxylate

HRID 905247
ノート
印刷プレビュー

反応式

HRID 905247 の反応式
[K].[CH3:2][C:3]1([CH3:19])[CH:5]([CH:6]=[C:7]([Cl:15])[C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[CH:4]1[C:16]([OH:18])=[O:17].[F:20][C:21]1[C:26]([CH2:27]Br)=[C:25]([F:29])[C:24]([F:30])=[C:23]([F:31])[C:22]=1[F:32]>CN(C)C=O>[CH3:2][C:3]1([CH3:19])[CH:5]([CH:6]=[C:7]([Cl:15])[C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[CH:4]1[C:16]([O:18][CH2:27][C:26]1[C:25]([F:29])=[C:24]([F:30])[C:23]([F:31])=[C:22]([F:32])[C:21]=1[F:20])=[O:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 74484Pentafluorobenzyl bromideHCID 5462222PotassiumHCID 54156496C14H14Cl2O2

生成物 1

HCID 131713325Pentafluoro-benzyl 2,2-dimethyl-3-(2-chloro-2-p-chloro-phenyl-vinyl)-cyclopropanecarboxylate収率 74.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

10.7 g (0.033 mol) of the potassium salt of 2,2-dimethyl-3-(2-chloro-2-p-chlorophenyl-vinyl)-cyclopropanecarboxylic acid were dissolved in 100 ml of dimethylformamide and the solution was heated to 120° C., together with 6.8 g (0.026 mol) of pentafluorobenzyl bromide, for 3 hours. After the reaction had ended, the dimethylformamide was distilled off in vacuo and the residue which remained was taken up in 200 ml of methylene chloride. The methylene chloride solution was then extracted by shaking twice with 100 ml of water each time, the organic phase was dried over sodium sulphate and the solvent was stripped off in vacuo. Last residues of solvent were removed by brief incipient distillation at a bath temperature of 60° C./1 mm Hg. 9.0 g (74.4% of theory) of pentafluoro-benzyl 2,2-dimethyl-3-(2-chloro-2-p-chloro-phenyl-vinyl)-cyclopropanecarboxylate were obtained as a yellow oil with the refractive index nD25 :1.5382.

後処理

  1. distillationthe dimethylformamide was distilled off in vacuo
  2. extractionThe methylene chloride solution was then extracted
  3. dry with materialthe organic phase was dried over sodium sulphate
  4. customLast residues of solvent were removed by brief incipient distillation at a bath temperature of 60° C./1 mm Hg

出典と根拠

ORDレコード
ord-93692779fc2842c4921ffe45406ef841
出典データセット
uspto-grants-1983_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04423066

反応ノート

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