Formaldehyde → 2,3-Dimethyl-2-hydroxymethyl-pent-4en-ol

HRID 1449350Notes

Reaction equation

HRID 1449350 reaction equation
CC(C(C)C=C)C=O.[CH3:9][C:10]([CH:15]([CH2:17][CH3:18])[CH3:16])([CH2:13][OH:14])[CH2:11][OH:12].C=O>>[CH3:9][C:10]([CH2:13][OH:14])([CH:15]([CH3:16])[CH:17]=[CH2:18])[CH2:11][OH:12]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 980761,3-Propanediol, 2-methyl-2-(1-methylpropyl)-HCID 1106972,3-Dimethylpent-4-enal2×

Product 1

HCID 203492382,3-Dimethyl-2-hydroxymethyl-pent-4en-ol

Procedure

I have now found a novel method for producing mebutamate diol which includes the process steps of reacting crotyl alcohol and allyl chloride to produce a mixture of isomers of allyl crotyl ether, heating said crotyl ether to produce 2,3-dimethyl-pent-4en-aldehye. The aldehyde is then converted to 2-methyl-2-(sec butyl)-1, 3-propanediol by reacting 2,3-dimethyl-pent-4en-aldehyde and formaldehyde to produce 2,3-dimethyl-2-hydroxymethyl-pent-4en-ol and subsequently hydrogenating the said alcohol in the presence of a catalyst to produce 2-methyl-2-(sec butyl)-1,3-propanediol.

Sources & evidence

ORD record
ord-8143118e4cdb4b3c9f15d08d73cf9747
Source dataset
uspto-grants-1980_02
Patent number
US04190607

Reaction notes

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