Boron trifluoride → Acrylic Acid

HRID 127735

Reaction equation

HRID 127735 reaction equation
B(F)(F)F.[C]=O.C=C.[C:9]([O:13][CH3:14])(=[O:12])[CH2:10][CH3:11]>>[C:9]([O:13][CH3:14])(=[O:12])[CH:10]=[CH2:11].[C:9]([OH:13])(=[O:12])[CH:10]=[CH2:11]

Participants

5

Reactant 3

HCID 6356Boron trifluorideHCID 11124Methyl propionate3×HCID 178458107HCID 178458107, compound

Product 2

HCID 6581Acrylic AcidHCID 7294Methyl Acrylate

Conditions

Temperature
20 °C

Procedure

In this example, 90 g. of a BF3.CH3OH complex is added to a 600 ml. autoclave and maintained at 20° C. A 9:1 carbon monoxide/ethylene gas mixture is added at 68 atms. After addition of this mixture, the autoclave is heated to 50° C. and maintained at this temperature for three hours. The autoclave is cooled and depressurized. Analysis by gas-liquid chromatography indicates that the autoclave contents consist of 1 to 2% by weight methyl propionate plus 2 to 3% by weight of heavier materials. The selectivity to methyl propionate is about 25%. Under the conditions of the oxidative dehydrogenation described in Example 1, methyl propionate gives a combined selectivity of 75% to methyl acrylate and acrylic acid.

Workup

  1. additionCH3OH complex is added to a 600 ml
  2. additionAfter addition of this mixture
  3. temperaturethe autoclave is heated to 50° C.
  4. temperaturemaintained at this temperature for three hours
  5. temperatureThe autoclave is cooled

Sources & evidence

ORD record
ord-7b734af149044fc8961d4d8784a3e6ab
Source dataset
uspto-grants-1981_03
Patent number
US04256913

Linked notes

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