Formaldehyde → HCID 14597952, compound

HRID 359946Notes

Reaction equation

HRID 359946 reaction equation
[OH-:1].[Na+].[CH:3]([C:6](=[CH2:9])[CH:7]=[O:8])([CH3:5])[CH3:4].[CH3:10][OH:11].[CH2:12]=O>>[CH3:12][O:8][CH2:7][C:6]([CH:3]([CH3:5])[CH3:4])([CH2:10][OH:11])[CH2:9][OH:1]

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 887MethanolHCID 14798Sodium HydroxideHCID 781313-Methyl-2-methylenebutyraldehyde

Product 1

HCID 14597952HCID 14597952, compoundYield 78%

Procedure

352 g (4.4 moles) of 50% strength sodium hydroxide solution were added dropwise, in the course of 30 minutes, to a boiling mixture of 392 g (4 moles) of 2-isopropylacrolein, 1,280 g (40 moles) of methanol and 720 g (8.8 moles) of 30% strength formaldehyde and the refluxed mixture was then stirred for a further 60 minutes. It was then evaporated down, methyl isobutyl ketone was added and the residual water was separated off by azeotropic distillation. Precipitated sodium formate was filtered off and the filtrate was distilled. 504 g (78% yield) of 2-methoxymethyl-2-isopropyl-1,3-propanediol of boiling point 96°-100° C./1 mbar were obtained.

Workup

  1. customIt was then evaporated down
  2. additionmethyl isobutyl ketone was added
  3. customthe residual water was separated off by azeotropic distillation
  4. filtrationPrecipitated sodium formate was filtered off
  5. distillationthe filtrate was distilled

Sources & evidence

ORD record
ord-2357a9d286a641c8a721b852da7dcbc2
Source dataset
uspto-grants-1991_03
Patent number
US05003089

Reaction notes

Loading…