1-Butanol → Butyl Methacrylate

HRID 1395288Notes

Reaction equation

HRID 1395288 reaction equation
[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].CCOCC.S(=O)(=O)(O)O.[CH2:18](O)[CH2:19][CH2:20]C>>[C:1]([O:6][CH2:7][CH2:18][CH2:19][CH3:20])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

5

Reactant 4

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

Product 1

HCID 7354Butyl MethacrylateYield 91.2%

Procedure

74.1 g (1.0 mole) of n-butanol, 250.2 g (2.5 moles) of methyl methacrylate, 0.25 g of hydroquinonemonomethyl ether and 2.45 (0.025 mole) of concentrated sulfuric acid were added to a flask to conduct a reaction in the same manner as in Example 1. The reaction was carried out for 6 hours. The reaction results were 96.5% conversion of n-butanol and 91.2% yield of n-butyl methacrylate. However, it was found by gas chromatography that a high boiling point by-product was present and 0.004 mole of methacrylic acid (2660 ppm. based on n-butyl methacrylate) was produced as a by product.

Workup

  1. customa reaction in the same manner as in Example 1
  2. customThe reaction results

Sources & evidence

ORD record
ord-b5a4f50d7c754f3a98185c6da38947ed
Source dataset
uspto-grants-1980_05
Patent number
US04202990

Reaction notes

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