Dimethylformamide dimethyl acetal → HCID 54519109, compound
Reaction equation
[CH3:1][O:2][C:3](=[O:10])[CH2:4][C:5]([CH2:7][O:8][CH3:9])=[O:6].CO[CH:13](OC)[N:14]([CH3:16])[CH3:15]>CCCCCCC>[CH3:13][N:14]([CH:16]=[C:4]([C:5](=[O:6])[CH2:7][O:8][CH3:9])[C:3]([O:2][CH3:1])=[O:10])[CH3:15]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 90 °C
Procedure
Methyl-4-methoxyacetoacetate (9 ml, 70 mmol) was added to dimethylformamide dimethylacetal (18.8 ml, 139 mmol) and the reaction stirred at 90° C. for 2 hours before cooling to room temperature and stirring for 18 hours. The reaction was concentrated in vacuo and purified by silica gel column chromatography, eluting with 70:30 to 100:0 ethyl acetate:heptane to afford the title compound as an oil (7.68 g, 50% yield).
Workup
- temperaturebefore cooling to room temperature
- stirringstirring for 18 hours
- concentrationThe reaction was concentrated in vacuo
- custompurified by silica gel column chromatography
- washeluting with 70:30 to 100:0 ethyl acetate
Sources & evidence
- ORD record
- ord-63f6c3b04652445f8c49979208e7039c
- Source dataset
- uspto-grants-2012_03
- Patent number
- US08134007B2
Reaction notes
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