Diethyl (ethoxymethylene)malonate → ST50846277
Reaction equation
[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.C(O[CH:14]=[C:15]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17])C>>[N:1]1([CH:14]=[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1Participants
3
Conditions
- Temperature
- 130 °C
Procedure
A mixture of tetrahydroquinoline (13.32 g, 100 mmol) and diethyl ethoxymethylenemalonate (21.62 g, 100 mmol) is heated to 130° C. using a Dean-Stark apparatus. After 1 hour the reaction mixture was concentrated to give the title compound as a brown oil. ESMS m/z 304 (MH+).
Workup
- concentrationAfter 1 hour the reaction mixture was concentrated
Sources & evidence
- ORD record
- ord-a1fd2045ea8043baa35a5d5b62b8cf64
- Source dataset
- uspto-grants-2009_08
- Patent number
- US07569550B2
Reaction notes
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