Formaldehyde → 2-Butyl-2-ethyl-1,3-propanediol

HRID 1646105Notes

Reaction equation

HRID 1646105 reaction equation
[CH2:1]([C:3]([CH2:10][OH:11])([CH2:6][CH2:7][CH2:8][CH3:9])[CH:4]=[O:5])[CH3:2].C(C(CCCC)C=O)C.C=O>>[CH2:6]([C:3]([CH2:1][CH3:2])([CH2:4][OH:5])[CH2:10][OH:11])[CH2:7][CH2:8][CH3:9]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 312412-Ethylhexanal2×HCID 125384672-Ethyl 2-(hydroxymethyl)hexanal2×

Product 1

HCID 610382-Butyl-2-ethyl-1,3-propanediol

Procedure

Disclosed is a continuous process for the manufacture of 2-ethyl-2-(hydroxymethyl)hexanal wherein 2-ethylhexanal, formaldehyde and a tertiary amine are continuously fed to a reaction zone and crude product comprising an aqueous phase and an organic phase containing 2-ethyl-2-(hydroxymethyl)hexanal and 2-ethylhexanal is continuously removed from the reaction zone. Also disclosed are processes for (1) the azeotropic distillation of the organic phase of the crude product whereby unreacted 2-ethylhexanal is recovered and (2) the catalytic hydrogenation of the refined, organic phase of the crude product to produce 2-butyl-2-ethyl-1,3-propanediol.

Workup

  1. customis continuously removed from the reaction zone
  2. distillationthe azeotropic distillation of the organic phase of the crude product whereby unreacted 2-ethylhexanal
  3. customis recovered

Sources & evidence

ORD record
ord-70fd181593b94a6b9270c0a5bf86d70b
Source dataset
uspto-grants-1993_01
Patent number
US05177267

Reaction notes

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