Formaldehyde → Syringic alcohol
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[OH:11].[CH2:12]=[O:13].[OH-].[Na+].S(=O)(=O)(O)O>>[CH3:10][O:9][C:5]1[CH:6]=[C:7]([CH2:12][OH:13])[CH:8]=[C:3]([O:2][CH3:1])[C:4]=1[OH:11]Participants
5
Procedure
310 g of 2,6-dimethoxyphenol, 300 g of 38 wt% formalin, and 810 g of 10% wt% aqueous sodium hydroxide were reacted for 60 hours at 25° C. under a pressure of 0 kg/cm2 -G, the reaction mixture was and then neutralized with sulfuric acid, to obtain 80 g of 2,6-dimethoxy-4-(hydroxymethyl)phenol. (Yield: 22 mol%) 25 g of the obtained 2,6-dimethoxy-4-(hydroxymethyl)phenol was reacted in 320 ml of methanol in the presence of 0.375 wt% of platinum-alumina catalyst and hydrogen for 4 hours at 200° C. at 199 kg/cm2 -G, and 15 g of 2,6-dimethoxy-4-methylphenol was obtained. (Yield: 66 mol%) The yield on the basis of the amount of the raw material was 15 mol%.
Sources & evidence
- ORD record
- ord-536b71b23d904a87a76a274bb7c6733b
- Source dataset
- uspto-grants-1988_09
- Patent number
- US04769501
Reaction notes
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