tert-Butanol → Ethyl 1-((tert-butoxycarbonyl)amino)cyclopropanecarboxylate
Reaktionsgleichung
[C:1]1(C([O-])=O)([C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:3][CH2:2]1.C([N:14]([CH2:17]C)CC)C.P(N=[N+]=[N-])(=O)(OC1C=CC=CC=1)[O:20]C1C=CC=CC=1.[C:38]([OH:42])([CH3:41])([CH3:40])[CH3:39]>>[C:38]([O:42][C:17]([NH:14][C:1]1([C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:2][CH2:3]1)=[O:20])([CH3:41])([CH3:40])[CH3:39]Komponenten
5
Versuchsvorschrift
5.0 g of known monoethyl 1, 1-cyclopropanedicarboxylate, 4.5 ml of triethylamine and 6.9 ml of diphenyl phosphorazidate (DPPA) were added to 80 ml of tert-butyl alcohol and the mixture was refluxed at 90° to 100° C. for 4 h. After distilling the solvent, the residue was dissolved in ethyl acetate and washed with 5% citric acid, saturated aqueous sodium carbonate solution and saturated aqueous sodium chloride solution and then dried. The solvent was distilled off to obtain 5.7 g of the desired compound (P-12) in the form of a light yellow oil.