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ChemicalBook CAS DataBase List tert-Butyl carbazate
870-46-2

tert-Butyl carbazate synthesis

11synthesis methods
-

Yield:870-46-2 97%

Reaction Conditions:

with hydrazine hydrate in isopropyl alcohol at 0; for 2 h;

Steps:

Preparation of tert-butyl hydrazinecarboxylate 10:

Hydrazine hydrate (113 mg, 2.26 mmol, 2.26 equiv) was dissolved in IPA (5 mL) and cooled down to 0 °C. Di-tert-butyl carbonate (174 mg, 1 mmol, 1 equiv) in IPA (1 mL) was added drop-wise and the mixture was stirred for 2 h. The solvent was then evaporated and the residue was dissolved in DCM, dried over MgSO4, and filtered. Evaporation of the solvent gave tert-butyl hydrazinecarboxylate 10 as a white semi-solid (128 mg, 97%). 1H NMR (300 MHz, CDCl3) δ 6.73(s, 1H), 3.83 (s, 2H), 1.46 (s, 9H); 13C NMR (75 MHz, CDCl3) δ 158.2, 80.1, 28.2.21

References:

Vertesaljai, Peter;Lebedyeva, Iryna O.;Oliferenko, Alexander A.;Qi, Xin;Fu, Junjie;Ostrov, David A.;Asiri, Abdullah M.;Dennis Hall;Katritzky, Alan [Tetrahedron Letters,2015,vol. 56,# 48,p. 6653 - 6655]

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