1-Butanol → Butyl Acrylate

HRID 596927Notes

Reaction equation

HRID 596927 reaction equation
C(O)(=O)C=C.[CH2:6]([OH:10])[CH2:7][CH2:8][CH3:9].[CH2:11]([O:15][C:16](=[O:19])[CH:17]=[CH2:18])[CH2:12][CH2:13][CH3:14]>O>[CH2:11]([O:15][C:16](=[O:19])[CH:17]=[CH2:18])[CH2:12][CH2:13][CH3:14].[CH2:6]([O:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH2:7][CH2:8][CH3:9]

Participants

6

Reactant 3

HCID 2631-Butanol2×HCID 6581Acrylic Acid3×HCID 8846Butyl Acrylate2×

Product 2

HCID 8846Butyl AcrylateHCID 8909Butyl ether

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The conditions were the same as those described in Example 1, but the reaction temperature was increased from 120° to 130° C. The reactor was charged with 310 g/h of a mixture consisting of 32.7 weight % of acrylic acid, 57.2 weight % of n-butanol and 10.1 weight % of butylacrylate. 83.2% of the acrylic acid underwent conversion. 310 g of reaction product consisting of 175 g of butylacrylate, 90 g of n-butanol, 21 g of water, 17 g of acrylic acid and 7 g of residue was discharged. 143 g/h of pure butylacrylate free from dibutylether was obtained. This corresponded to a yield of 95.7%, based on the acrylic acid which underwent conversion. The catalyst performance was 923 g of butylacrylate per kg of catalyst per hour.

Workup

  1. temperaturethe reaction temperature was increased from 120° to 130° C
  2. additionThe reactor was charged with 310 g/h of a mixture
  3. custom310 g of reaction product

Sources & evidence

ORD record
ord-bb0ea55e02c145219c46d0ab78cc5184
Source dataset
uspto-grants-1977_03
Patent number
US04012439

Reaction notes

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