tert-Butyl carbazate → tert-butyl 2-(dihydrofuran-3(2H)-ylidene)hydrazinecarboxylate
Reaction equation
O=[C:2]1[CH2:6][CH2:5][O:4][CH2:3]1.[C:7]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])(=[O:10])[NH:8][NH2:9]>CO>[O:4]1[CH2:5][CH2:6][C:2](=[N:9][NH:8][C:7]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:3]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
3-oxotetrahydrofuran (10.38 g) was dissolved in methanol (200 mL), and t-butyl carbazate (17.53 g) was added to the solution. The mixture was stirred at room temperature for 12 hours. The reaction mixture was concentrated to give the title compound (27.3 g). 1H-NMR (400 MHz, CDCl3) δ (ppm): 1.52 (s, 9H), 2.46 (t, J=6.9 Hz, al), 4.10 (t, J=6.9 Hz, 2H), 4.33 (s, 2H).
Workup
- concentrationThe reaction mixture was concentrated
Sources & evidence
- ORD record
- ord-23a8f39bfbf64426b5f81b0a33ecfbdb
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08563565B2
Reaction notes
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