Hydrochloric Acid → 3-(p-Chlorophenyl)-1,2-difluoro-4-methyl-1-pentene

HRID 1977721

Reaktionsgleichung

Reaktionsgleichung von HRID 1977721
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:14]([CH3:16])[CH3:15])[C:9]([F:13])=[C:10](F)[F:11])=[CH:4][CH:3]=1.[H-].COCCO[Al+]OCCOC.[Na+].[H-].Cl>O1CCCC1.C1(C)C=CC=CC=1.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH:14]([CH3:16])[CH3:15])[C:9]([F:13])=[CH:10][F:11])=[CH:6][CH:7]=1

Komponenten

7

Edukt 3

HCID 313Hydrochloric AcidHCID 21584525Sodium bis(2-methoxyethoxy)aluminiumhydrideHCID 217034773-(p-Chlorophenyl)-1,1,2-trifluoro-4-methyl-1-pentene

Produkt 1

HCID 542868233-(p-Chlorophenyl)-1,2-difluoro-4-methyl-1-penteneAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 3-(p-chlorophenyl)-1,1,2-trifluoro-4-methyl-1-pentene (2.48 g, 0.01 mol) in tetrahydrofuran is cooled to −8° C., treated dropwise with a 3.4 M solution of sodium bis(2-methoxyethoxy)aluminum hydride in toluene (3.1 mL), stirred overnight at room temperature, diluted with water, acidified with 10% hydrochloric acid, and extracted with methylene chloride. The combined organic extracts are washed sequentially with water, saturated sodium hydrogen carbonate solution and water, dried over anhydrous sodium sulfate, and concentrated in vacuo to obtain the title product as a yellow oil (2.10 g) which is identified by NMR spectral analyses.

Aufarbeitung

  1. extractionextracted with methylene chloride
  2. washThe combined organic extracts are washed sequentially with water, saturated sodium hydrogen carbonate solution and water
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ce195e11527f4beda2af8d71783039f7
Quelldatensatz
uspto-grants-2001_05
Patentnummer
US06235754B1

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