Hydrochloric Acid → 1,3-Butadiene

HRID 1975859Notes

Reaction equation

HRID 1975859 reaction equation
[C:1]([Cl:7])(=[O:6])[CH2:2][CH:3]=[CH:4][CH3:5].C=CC=C.Cl>O>[CH2:1]=[CH:2][CH:3]=[CH2:4].[C:1]([Cl:7])(=[O:6])[CH:2]=[CH:3][CH2:4][CH3:5]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 78451,3-ButadieneHCID 1768913-Pentenoyl chloride

Product 2

HCID 78451,3-ButadieneHCID 2760310HCID 2760310, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

combining the separated mixture containing 3-pentenoylchloride and chlorobutenes with water, butadiene, and hydrochloric acid to form a mixture where the ratio of butadiene to pentenoylchloride is 1:1 to 6:1 and the molar ratio of water to 3-pentenoylchloride is 1:1 to 15:1, and reacting this mixture at a temperature in the range of about 0 degrees C. to 100 degrees C., and at a pressure of about 50 to 600 psig, and forming a two phase mixture comprising an organic phase containing 3-pentenoic acid, chlorovaleric acid, and additional chlorobutene selected from the group consisting of 3-chloro-1-butene and 1-chloro-2-butene, and an aqueous phase,

Sources & evidence

ORD record
ord-5b5550fb981846b68d3d8abb99b8b2ec
Source dataset
uspto-grants-1994_02
Patent number
US05288903

Reaction notes

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