Formaldehyde → 2-Methyl-2-propylpropane-1,3-diol

HRID 379324Notes

Reaction equation

[CH3:1][CH:2]([CH2:5][CH2:6][CH3:7])[CH:3]=[O:4].[CH2:8]=[O:9]>>[CH3:1][C:2]([CH2:5][CH2:6][CH3:7])([CH2:8][OH:9])[CH2:3][OH:4]

Participants

Reactant 2

HCID 712Formaldehyde

HCID 312452-Methylpentaldehyde

Product 1

HCID 662202-Methyl-2-propylpropane-1,3-diol

Procedure

is a known synthetic perfume obtainable from 2-methyl pentanal 23 (cf. following scheme). The educt 23 is reacted with 2 equivalents of formaldehyde in a crossed Canizzaro reaction to form 2-methyl-2-propylpropane-1,3-diol 24. The diol 24 may then be acetalized with 2-methylpentanal 23 to form Troënan® 22.

Sources & evidence

ORD record: ord-f80b558124064fddb3f642e858f9266b
Source dataset: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06297390B1

Reaction notes

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