Butanal → Trimethylolpropane

HRID 2306349Notes

Reaction equation

HRID 2306349 reaction equation
[CH2:1]=[O:2].[CH2:3](N(CC)CC)C.[CH:10](=[O:14])[CH2:11][CH2:12][CH3:13].[OH2:15]>>[CH2:1]([C:11]([CH2:10][OH:14])([CH2:3][OH:15])[CH2:12][CH3:13])[OH:2]

Participants

5

Reactant 4

HCID 261ButanalHCID 712FormaldehydeHCID 962WaterHCID 8471Triethylamine

Product 1

HCID 6510TrimethylolpropaneYield 81.59%

Conditions

Temperature
70 °C

Procedure

117.90 g of distilled water, 250.25 g (2.5 mol) of 30% strength aqueous formaldehyde solution, and 154.88 g (1.5 mol) of triethylamine were placed in a 1 liter glass reactor at 25° C. 36.46 g (0.5 mol) of butyr-aldehyde were subsequently metered in over a period of 45 minutes and the reactor temperature was at the same time increased linearly to 70° C. After the metered addition was complete, the mixture was stirred under reflux for another 3 hours. According to GC analysis, trimethylolpropane was obtained in a yield of 81.59% of theory.

Workup

  1. customwere subsequently metered in over a period of 45 minutes
  2. additionAfter the metered addition
  3. temperatureunder reflux for another 3 hours

Sources & evidence

ORD record
ord-f3bf1495e3e84498bdeaaa972629f337
Source dataset
uspto-grants-2002_08
Patent number
US06441254B1

Reaction notes

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