Methyl Acrylate → Methyl sorbate

HRID 1658901Notes

Reaction equation

HRID 1658901 reaction equation
[CH2:1](Cl)[CH:2]=[CH2:3].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(O)C=C.[C:28]([O:32][CH3:33])(=[O:31])[CH:29]=[CH2:30]>[Br-].C([N+](CC)(CC)CC)C>[C:28]([O:32][CH3:33])(=[O:31])/[CH:29]=[CH:30]/[CH:1]=[CH:2]/[CH3:3]

Participants

6

Reactant 4

HCID 7294Methyl AcrylateHCID 7850Allyl chlorideHCID 7858Allyl AlcoholHCID 11776Triphenylphosphine

Product 1

HCID 5323650Methyl sorbate

Reagents, catalysts & solvents 1

HCID 6285Tetraethylammonium BromideCatalyst

Conditions

Temperature
120 °C

Procedure

Quantities of 1.9 grams alyl allyl chloride dimer, 2.75 grams tetraethyl ammonium bromide, 5.25 grams of triphenyl phosphine, 45 cc allyl alcohol, and 60 cc methyl acrylate are introduced into a reaction chamber and heated to 120°C for 20 hours. Methyl sorbate is produced to the extent of 10% by weight of the final reaction solution.

Sources & evidence

ORD record
ord-dbee69ccc2334fbdbae0686df9cd869c
Source dataset
uspto-grants-1976_06
Patent number
US03966798

Reaction notes

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