Water → 1,1-Difluoro-1-(4-chlorophenyl)-3-iodo-2-propene

HRID 54252

Reaktionsgleichung

Reaktionsgleichung von HRID 54252
[F:1][C:2]([F:12])([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)[CH:3]=O.[CH:13](I)(I)[I:14].O>O1CCCC1.[Cl-].[Cl-].[Cr+2]>[F:1][C:2]([F:12])([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)[CH:3]=[CH:13][I:14]

Komponenten

6

Edukt 3

HCID 962WaterHCID 6374IodoformHCID 23237846Difluoro-4-chlorophenylacetaldehyde

Produkt 1

HCID 544227251,1-Difluoro-1-(4-chlorophenyl)-3-iodo-2-propene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 10197677chromium(II) dichlorideKatalysatorHCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Under a nitrogen atmosphere, a stirred suspension of 29.5 grams (0.24 mole) of anhydrous chromium(II) dichloride in 400 mL of tetrahydrofuran is cooled to 0° C., and a solution of 7.6 grams (0.04 mole) of difluoro-4-chlorophenylacetaldehyde and 31.5 grams (0.08 mole) of iodoform in 200 mL of tetrahydrofuran is added dropwise. Upon completion of addition, the reaction mixture is stirred at 0° C. for three hours. After this time the reaction mixture is poured into about 1200 mL of water, and the mixture is extracted with three 150 mL portions of diethyl ether. The combined extracts are dried with sodium sulfate and filtered. The filtrate is concentrated under reduced pressure, yielding 1,1-difluoro-1-(4-chlorophenyl)-3-iodo-2-propene.

Aufarbeitung

  1. additionUpon completion of addition
  2. extractionthe mixture is extracted with three 150 mL portions of diethyl ether
  3. dry with materialThe combined extracts are dried with sodium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate is concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f7b1f32886c146759c5c2f973d915276
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05622954

Verknüpfte Notizen

Wird geladen…