Thionyl Chloride → 2,6-Diethylbenzoyl chloride
Reaction equation
[CH2:1]([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][CH3:13])[C:4]=1[C:5](O)=[O:6])[CH3:2].S(Cl)([Cl:16])=O>>[CH2:1]([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][CH3:13])[C:4]=1[C:5]([Cl:16])=[O:6])[CH3:2]Participants
3
Procedure
2,6-Diethylcyanobenzene was prepared by converting 2,6-diethylaniline to a diazonium salt and then reacting the diazonium salt with copper cyanide. Hydrolysis of 2,6-diethylcyanobenzene was effected by reaction with sodium hydroxide in ethylene glycol to provide 2,6-diethylaminocarbonyl benzene. The latter compound was reacted with phosphoric acid to provide 2,6-diethylbenzoic acid. Reaction of the benzoic acid with thionyl chloride afforded 2,6-diethylbenzoylchloride as an oil.
Sources & evidence
- ORD record
- ord-938960e3c300481ead99d6c2a4304a54
- Source dataset
- uspto-grants-1992_02
- Patent number
- US05086184
Reaction notes
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