1-Butanol → Butyl Methacrylate

HRID 616461Notes

Reaction equation

HRID 616461 reaction equation
[CH3:1][O:2][C:3](=[O:7])[C:4]([CH3:6])=[CH2:5].CCOCC.S(=O)(=O)(O)O.[CH2:18](O)[CH2:19][CH2:20]C>>[C:3]([O:2][CH2:1][CH2:18][CH2:19][CH3:20])(=[O:7])[C:4]([CH3:6])=[CH2:5]

Participants

5

Reactant 4

HCID 2631-Butanol2×HCID 1118Sulfuric AcidHCID 3283Diethyl EtherHCID 6658Methyl Methacrylate

Product 1

HCID 7354Butyl MethacrylateYield 88.2%

Procedure

A 148.2g (2.0 mols) amount of n-butanol, 400.5g (4.0 mols) of methylmethacrylate, 0.5g of hydroquinonemonomethyl ether and 2.45g (0.025 mol) of concentrated sulfuric acid were added to a flask to conduct a reaction in the same manner described in Example 1. The reaction was carried out for 6 hours. The reaction results obtained were an 89.9% conversion of n-butanol and an 88.2% yield of n-butyl methacrylate. However, it was found by gas chromatography that a high boiling point by-product was present and 0.004 mol of methacrylic acid (2740 ppm. on n-butyl methacrylate) was produced as a by-product.

Workup

  1. customa reaction in the same manner
  2. customThe reaction results
  3. customobtained

Sources & evidence

ORD record
ord-fd198027c3794d85bd78991e7a69c99a
Source dataset
uspto-grants-1978_02
Patent number
US04074062

Reaction notes

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