Thionyl Chloride → 6,7-dihydro-5H-dibenzo[a,c]cycloheptene-4-carbonyl chloride

HRID 1388823Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1388823
[CH:1]1[C:6]2[C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[CH2:9][CH2:10][CH2:11][C:5]=2[C:4]([C:16]([OH:18])=O)=[CH:3][CH:2]=1.S(Cl)([Cl:21])=O>>[CH:1]1[C:6]2[C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[CH2:9][CH2:10][CH2:11][C:5]=2[C:4]([C:16]([Cl:21])=[O:18])=[CH:3][CH:2]=1

Komponenten

3

Edukt 2

HCID 24386Thionyl ChlorideHCID 132813416,7-dihydro-5H-dibenzo[a,c]cycloheptene-4-carboxylic acid

Produkt 1

HCID 132813426,7-dihydro-5H-dibenzo[a,c]cycloheptene-4-carbonyl chloride

Versuchsvorschrift

Under a dry nitrogen atmosphere a stirred solution of 6,7-dihydro-5H-dibenzo[a,c]cycloheptene-4-carboxylic acid (3.4 grams, 0.0142 mole) in thionyl chloride (10 ml) was heated at reflux for 1.5 hours. The excess thionyl chloride was removed by distillation under reduced pressure. Benzene (10 ml) was added and then removed by distillation under reduced pressure to leave 6,7-dihydro-5H-dibenzo[a,c]cycloheptene-4-carbonyl chloride as a residue.

Aufarbeitung

  1. temperatureat reflux for 1.5 hours
  2. customThe excess thionyl chloride was removed by distillation under reduced pressure
  3. additionBenzene (10 ml) was added
  4. customremoved by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-08acb0c29c804f2398265a17045a6c13
Quelldatensatz
uspto-grants-1984_02
Patentnummer
US04433182

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