[N-:1]=[N+:2]=[N-:3].[Na+].Cl[CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:11][CH:10]=1)=[O:8]>O.C(Cl)Cl.[Cl-].C([N+](C)(C)C)C1C=CC=CC=1>[N:1]([CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:11][CH:10]=1)=[O:8])=[N+:2]=[N-:3]A solution of sodium azide (32.5g.) in water (200ml.) was added to a solution of ethyl 4-(chloroacetyl)-phenylacetate (24.05g.) in methylene dichloride (200ml.). Benzyltrimethylammonium chloride (0.1g.) was added, and the bisphasic mixture was shaken for 4 hours at room temperature. The organic phase was separated, washed with distilled water (3 × 30ml.) dried and evaporated to give ethyl 4-(azidoacetyl)-phenylacetate as an oil showing a peak at 2120 cm-1 in its I.R. spectrum.
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