Reaction equation
[CH:1]([NH:3][CH:4]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6])=O.C(N(CC)CC)C.P(Cl)(Cl)(Cl)=O.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[N+:3]([CH:4]([CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:5]([O:7][CH3:8])=[O:6])#[C-:1]Participants
Conditions
- Temperature
- 0 °C
Procedure
Methyl 2-(formylamino)-3-phenylpropanoate 2i (2.00 g, 9.7 mmole) was dissolved in 20 ml of dichloromethane and cooled to 0° C. After addition of triethylamine (4.88 g, 48.3 mmole), phosphorous oxychloride (2.22 g, 14.5 mmole) dissolved in 10 ml of dichloromethane was then slowly added dropwise. The initially colorless solution turned yellow, with the formation finally of an orange solid. After stirring for 1 hour in an ice bath potassium carbonate solution (0.8 M in water, 39 ml) was slowly added dropwise. To work up the mixture the phases were separated. The organic phase was first of all washed twice with water, each time 20 ml, and then once with 20 ml of saturated NaCl solution. The solution was dried over sodium sulfate and concentrated by evaporation. The product was used without further purification for the next stage.
Workup
- additionwas then slowly added dropwise
- additionwas slowly added dropwise
- customwere separated
- washall washed twice with water
- dry with materialThe solution was dried over sodium sulfate
- concentrationconcentrated by evaporation
- customThe product was used without further purification for the next stage
Sources & evidence
- ORD record
- ord-bf527118794c4dd2960530efe7c34109
- Source dataset
- uspto-grants-2009_10
- Patent number
- US07608619B2
Linked notes
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