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US 10,207,974 B1Granted
Synthesis of gamma dicarbonyl and pyrrole compounds
AssigneeChevron Phillips Chemical Company LP
InventorKenneth M. Lassen
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Abstract
The present invention discloses processes for producing γ-dicarbonyl compounds by contacting an aldehyde compound, an α,β-unsaturated carbonyl compound, and a catalyst composition in the presence of an amide diluent. The resultant γ-dicarbonyl compounds then can be used to synthesize pyrrole compounds, such as 2,5-dimethylpyrrole.
Claims20
A process for producing a γ-dicarbonyl compound having formula (I),
- the process comprising contacting:
- (a) an aldehyde compound having formula (II),
- (b) an α,β-unsaturated carbonyl compound having formula (III),
- and
- (c) a catalyst composition;
- in an amide diluent to produce the γ-dicarbonyl compound;
- wherein:
- R, R1, R2, R3, and R4 independently are H, a halide, a C1 to C36 hydrocarbyl group, a C1 to C36 hydrocarboxy group, a C1 to C36 halogenated hydrocarbyl group, a C1 to C36 hydrocarbylaminyl group, a C1 to C36 hydrocarbylsilyl group, or a C1 to C36 hydrocarbylaminylsilyl group.
5 more elements
A process for producing a pyrrole compound having formula (IV):
- the process comprising:
- (1) contacting:
- (a) an aldehyde compound having formula (II),
- (b) an α,β-unsaturated carbonyl compound having formula (III),
- and
- (c) a catalyst composition;
- in an amide diluent to produce a γ-dicarbonyl compound having formula (I),
- and
- (2) contacting the γ-dicarbonyl compound with ammonia or an ammonium salt to produce the pyrrole compound;
- wherein:
- R, R1, R2, and R3 independently are H, a halide, a C1 to C36 hydrocarbyl group, a C1 to C36 hydrocarboxy group, a C1 to C36 halogenated hydrocarbyl group, a C1 to C36 hydrocarbylaminyl group, a C1 to C36 hydrocarbylsilyl group, or a C1 to C36 hydrocarbylaminylsilyl group;
- and
- R4 is H.
10 more elements
Dependencies are inferred from the claim text.