Benzaldehyde → 5-Methyl-2-phenyl-1,3-dioxane-5-carboxylic acid

HRID 322602

Reaction equation

[OH:1][CH2:2][C:3]([CH2:8][OH:9])([CH3:7])[C:4]([OH:6])=[O:5].[CH:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH3:7][C:3]1([C:4]([OH:6])=[O:5])[CH2:8][O:9][CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[O:1][CH2:2]1

Participants

Reactant 2

HCID 240Benzaldehyde

HCID 78501Dimethylolpropionic acid2×

Product 1

HCID 7047985-Methyl-2-phenyl-1,3-dioxane-5-carboxylic acid

Procedure

Synthesis of benzylidene protected 2,2-bis(hydroxymethyl)-propanoic acid, that is the acetal of benzaldehyde and 2,2-bis(hydroxymethyl)propanoic acid, yielding 5-methyl-2-phenyl-1,3-dioxane-5-carboxylic acid.

Workup

customSynthesis of benzylidene

Sources & evidence

ORD record: ord-8b60f27054a6408d826e3fe1a3392089
Source dataset: uspto-grants-2001_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06211329B1

Linked notes

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