3-Hydroxybenzaldehyde → 5-(3-Hydroxybenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

HRID 1662325Notes

Reaction equation

HRID 1662325 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[CH3:10][C:11]1([CH3:19])[O:16][C:15](=[O:17])[CH2:14][C:13](=[O:18])[O:12]1>O>[OH:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:14]2[C:15](=[O:17])[O:16][C:11]([CH3:19])([CH3:10])[O:12][C:13]2=[O:18])[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 1013-HydroxybenzaldehydeHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dione

Product 1

HCID 6053805-(3-Hydroxybenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dioneYield 83.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

To 3-hydroxybenzaldehyde (available from Aldrich) (24.4 g, 200 mmol) in water (1000 mL) at 85° C., was added 2,2-dimethyl-1,3-dioxane-4,6-dione (available from Aldrich) (28.8 g, 200 mmol). The resulting mixture was then stirred at 85° C. for 2 hours. The reaction was allowed to cool and then filtered to provide 8.1 (41.3508 g, 83.3% yield) as a yellow solid.

Workup

  1. temperatureto cool
  2. filtrationfiltered

Sources & evidence

ORD record
ord-ed00bed6a8634b119a5834be3f60a699
Source dataset
uspto-grants-2011_10
Patent number
US08030354B2

Reaction notes

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