ethyl 2-(2-chloroethoxy)acetate

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反応条件: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 40 mL (224 mmol) of ethyl diethoxyacetate, 38 mL (536 mmol) of acetyl chloride and 0.11 g (0.45 mmol) of iodine are placed in a round-bottomed flask and heated at 50° C. for 24 hours. The reaction progress is monitored by NMR. The excess acetyl chloride is removed by evaporation under vacuum. 36.3 g (100%) of ethyl chloroethoxyacetate are obtained in the form of a liquid colored brown by the residual iodine. The excess acetyl chloride is removed by evaporation under vacuum

反応条件: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 20 mL (112 mmol) of ethyl diethoxyacetate, 16 mL (224 mmol) of acetyl chloride and 60 mg (0.2 mmol) of iodine are placed in a round-bottomed flask and heated at 50° C. for 24 hours. The reaction progress is monitored by NMR. The excess acetyl chloride is removed by evaporation under vacuum. 19 g (100%) of ethyl chloroethoxyacetate are obtained in the form of a liquid colored brown by the residual iodine. The excess acetyl chloride is removed by evaporation under vacuum

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of ethyl 2-chloroethoxyacetate (7.71 g, 36.3 mmol) and sodium azide (3.31 g, 50.9 mmol) in DMF (100 ml) was heated at 80°-90° C. for 3.5 h by which time tlc (hexane; ether 1:1) indicated that the reaction was complete. The cooled mixture was poured into H2O (1 l) and extracted with ether (250 ml×3). The extracts washed with H2O (×2) and brine (×1) were dried (MgSO4) and evaporated yielding 7.16 g (41.4 mmol 89.4%) of ethyl 2-azidoethoxyacetate as a yellowish oil: 1Hmr (CDCl3) δ: 1.30 (3H, t, J=7 Hz, --OCH2CH3), 3.3-4.0 (4H, m, --OCH2CH2N3), 4.13 (2H, s, --COCH2O--), 4.23 ppm (2H, q, J=7 Hz, --OCH2CH3); ir (neat) νmax : 2100 (N3) and 1750 cm-1 (C=O ester). This material was used in the next step without further purification. extracted with ether (250 ml×3) The extracts washed with H2O (×2) and brine (×1) were dried (MgSO4) evaporated

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: This ester is prepared by the method described in Example 1.2, starting from ethyl (2-chloroethoxy)-acetate and 4-(diphenylmethylene)-piperidine. It is not isolated but used as such, without further purification, for the preparation of the corresponding acid (see Example 3.3). It is not isolated without further purification for the preparation of the corresponding acid (see Example 3.3)

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