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

HRID 905247
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 905247
[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]
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Komponenten

5

Edukt 3

HCID 74484Pentafluorobenzyl bromideHCID 5462222PotassiumHCID 54156496C14H14Cl2O2

Produkt 1

HCID 131713325Pentafluoro-benzyl 2,2-dimethyl-3-(2-chloro-2-p-chloro-phenyl-vinyl)-cyclopropanecarboxylateAusbeute 74,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-93692779fc2842c4921ffe45406ef841
Quelldatensatz
uspto-grants-1983_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04423066

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