Ammonia → HCID 131728292, compound

Participants

Reaction Steps

The HOCH2CF2COOEt (30 g) obtained by the method described in Synthesis Example 1, tert-BuOK (1.5 g), tert-BuOH (10 g) and a stirrer bar were placed in a 300-ml four-necked flask equipped with a dropping funnel, cold finger and thermometer. After several repetitions of replacement of the flask inside atmosphere with nitrogen, CF3CF2CF2OCF═CF2 (51.8 g) was added dropwise at 20-25° C. over 5 hours while the flask contents were stirred with the magnetic stirrer. Then, after overnight stirring, the flask contents were washed with several portions of a 10% (by weight) aqueous solution of HCl and several portions of a saturated aqueous solution of sodium chloride, then dried over magnesium sulfate and filtered, and the filtrate was distilled under reduced pressure to give 62.1 g of a mixture of CF3CF2CF2OCHFCF2OCH2CF2COOEt and CF3CF2CF2OCHFCF2OCH2CF2COOH. The structures of these compounds were identified by 1H-NMR, 19F-NMR and 13C-NMR. This mixture was subjected to hydrolysis with a 6 N aqueous solution of sodium hydroxide, the hydrolysis product was lyophilized and then neutralized with 12 N hydrochloric acid, and the thus-obtained CF3CF2CF2OCHFCF2OCH2CF2COOH was neutralized with aqueous ammonia and the neutralization product was lyophilized to give 47.3 g of CF3CF2CF2OCHFCF2OCH2CF2COONH4.

Provenance & Evidence