Hydrochloric Acid → 1-Butyryl-1-(3,4-dichlorophenyl)cyclobutane

HRID 35701

Reaktionsgleichung

Reaktionsgleichung von HRID 35701
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:13]#N)[CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[CH2:15]([Mg]Br)[CH2:16][CH3:17].C(Br)CC.[Mg].Cl.CC[O:28]CC>O.C1(C)C=CC=CC=1>[C:13]([C:9]1([C:4]2[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=2)[CH2:12][CH2:11][CH2:10]1)(=[O:28])[CH2:15][CH2:16][CH3:17]

Komponenten

9

Edukt 6

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether3×HCID 78401-BromopropaneHCID 5462224MagnesiumHCID 108571341-(3,4-Dichlorophenyl)-1-cyclobutane-carbonitrileHCID 178455851HCID 178455851, Verbindung

Produkt 1

HCID 130833791-Butyryl-1-(3,4-dichlorophenyl)cyclobutane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 1-(3,4-dichlorophenyl)-1-cyclobutanecarbonitrile prepared as described in Example 1 (35.2 g) in ether (100 ml) was added to a solution of propyl magnesium bromide prepared by the reaction of propyl bromide (32 g) with magnesium turnings (6.36 g) in ether (100 ml). The ether was replaced by dry toluene and the mixture heated under reflux for one hour. Water (200 ml) and then concentrated hydrochloric acid (120 ml) were added and the mixture heated under reflux for one hour. The reaction mixture was extracted with ether and after washing and drying the extract yielded a residue from which 1-butyryl-1-(3,4-dichlorophenyl)cyclobutane (b.p. 120°-128° C. at 0.25 mm) was distilled.

Aufarbeitung

  1. temperaturethe mixture heated
  2. temperatureunder reflux for one hour
  3. temperaturethe mixture heated
  4. temperatureunder reflux for one hour
  5. extractionThe reaction mixture was extracted with ether
  6. washafter washing
  7. customdrying the extract

Quellen und Nachweise

ORD-Eintrag
ord-c965ef70e5f54fd2ae4ef4848b72c9f2
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04767790

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