Pyridine → 5-(1-Hydroxypropylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
Reaction equation
[CH3:1][C:2]1([CH3:10])[O:9][C:7](=[O:8])[CH2:6][C:4](=[O:5])[O:3]1.N1C=CC=CC=1.[C:17](Cl)(=[O:20])[CH2:18][CH3:19]>C(Cl)Cl>[OH:20][C:17](=[C:6]1[C:7](=[O:8])[O:9][C:2]([CH3:10])([CH3:1])[O:3][C:4]1=[O:5])[CH2:18][CH3:19]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
A solution of Meldrum's acid (10 g, 69.4 mmol) in CH2Cl2 (170 mL) was cooled to 0° C. Pyridine (11.2 ml, 138.8 mmol) and propanoyl chloride (10.1 mL, 76.3 mmol) were added via syringe. The resulting solution was stirred at 0° C. for 1 hour, then warmed to room temperature and stirred for 1 hour. The reaction was diluted with CH2Cl2 and washed with aq HCl (15 mL conc HCl in 200 mL water, 1×) and water (1×). The organic solution was dried over Na2SO4 and concentrated to give a dark red solid.
Workup
- temperaturewarmed to room temperature
- stirringstirred for 1 hour
- washwashed with aq HCl (15 mL conc HCl in 200 mL water, 1×) and water (1×)
- dry with materialThe organic solution was dried over Na2SO4
- concentrationconcentrated
- customto give a dark red solid
Sources & evidence
- ORD record
- ord-6d2391f9b49c47509894aa0da13936e9
- Source dataset
- uspto-grants-2009_05
- Patent number
- US07538231B2
Reaction notes
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