Preparation of tert-butyl azidoacetate
To 39 g. (0.6 mol.) sodium azide in 150 ml. 60% (v/v) acetone were added 78 g. (0.4 mol.) t-butyl bromoacetate. Two phases were formed. The mixture was refluxed on a steam bath for 14 hours. The acetone was removed through a column. The oil was dissolved in 100 ml. ether and the aqueous phase was extracted several times with two 70-ml. portions of ether. The combined ether solutions were dried over anhydrous sodium sulfate and filtered. The ether was distilled through a column. Fractionation gave 60 g. (95%) tert-butyl azidoacetate, boiling at 79-80.5° C/18 mm.
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Collect. Czech. Chem. Commun. 1978, 43, 1694.
Org. Synth. 2007, 84, 262.
tert-butyl 2-azidoacetate, tert-butyl azidoacetate, 6367-36-8, CCRIS 8047, T-Butylazidoacetate, T-Butyl azidoacetate, AC1L3S2T, tert-butyl 2-azidoethanoate, SCHEMBL13558775, CTK5B9650, Azidoacetic acid tert-butyl ester, MolPort-013-674-273, OUEOSPDVAWGMKX-UHFFFAOYSA-N, 2-azidoacetic acid tert-butyl ester, AKOS010631915, ZINC100487190, MCULE-6083764240, NE12288, OR313131, FT-0658472, Acetic acid, azido-, 1,1-dimethylethyl ester, Acetic acid, 2-azido-,1,1-dimethylethyl ester, A834462, S14-1035