4-Methoxyphenol → Butyl Acrylate

HRID 1395287Notes

Reaction equation

HRID 1395287 reaction equation
C[C:2]([O-:7])=[CH:3][C:4]([CH3:6])=O.C[C:9]([O-])=[CH:10][C:11](C)=[O:12].[Ca+2].COC1C=CC(O)=CC=1>C(O)CCC>[CH2:2]([O:7][C:11](=[O:12])[CH:10]=[CH2:9])[CH2:3][CH2:4][CH3:6]

Participants

4

Reactant 2

HCID 90154-Methoxyphenol2×HCID 159868HCID 159868, compound

Product 1

HCID 8846Butyl AcrylateYield 98.5%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

The reaction was performed for 3 hours in the same manner as in Example 2 except adding 0.48 g (0.002 mole) of calcium acetylacetonate and 0.2 g of hydroquinone monomethyl ether instead of zirconium acetyl acetonate and 0.28 g of hydroquinone monomethyl ether. The results were a 99.1% conversion of n-butanol and 98.5% yield of n-butylacrylate. This ester was recovered in a 97.5% yield by direct distillation.

Sources & evidence

ORD record
ord-d88ab23f76844e9aa60e1a82a10c7de0
Source dataset
uspto-grants-1980_05
Patent number
US04202990

Reaction notes

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