Ethyl formate → Potassium 2-ethoxycarbonyl-2-(1-ethoxy-ethylideneamino)-ethenolate
Reaction equation
[O-]CC.[K+:4].[CH:5]([O:7][CH2:8][CH3:9])=[O:6].C([O:12][C:13](=O)[CH2:14][N:15]=[C:16]([O:18][CH2:19][CH3:20])[CH3:17])C>C(OCC)C.CCO>[CH2:8]([O:7][C:5]([C:14]([N:15]=[C:16]([O:18][CH2:19][CH3:20])[CH3:17])=[CH:13][O-:12])=[O:6])[CH3:9].[K+:4]Participants
6
Conditions
- Temperature
- 0 °C
Procedure
To a stirred suspension of 3.222 g (36 mmol, 1.05 eq) of potassium ethoxide in 30 mL diethyl ether and 5 mL EtOH at 0° C., a solution of 3.849 g (52 mmol, 1.5 eq) ethyl formate and 6 g (35 mmol) (1-ethoxy-ethylideneamino)-acetic acid ethyl ester in 30 mL diethyl ether and 5 mL EtOH is then slowly added. The reaction mixture is stirred for one hour at 0° C. After addition of 40 mL diethyl ether, the reaction mixture was stirred at RT overnight. The reaction mixture was filtered and the obtained solid was washed with diethyl ether and dried under vaccum to yielded 5 g (60%) of potassium 2-ethoxycarbonyl-2-(1-ethoxy-ethylideneamino)-ethenolate as an orange solids.
Workup
- stirringthe reaction mixture was stirred at RT overnight
- filtrationThe reaction mixture was filtered
- washthe obtained solid was washed with diethyl ether
- customdried under vaccum
Sources & evidence
- ORD record
- ord-7604398ec82245c4bb68a8a1f10f6e79
- Source dataset
- uspto-grants-2011_03
- Patent number
- US07906546B2
Reaction notes
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