Browse Prior Art Database

Alpha, Beta, Beta, Beta -Tetrafluoropropionyl Chloride

IP.com Disclosure Number: IPCOM000097383D
Original Publication Date: 1962-Nov-01
Included in the Prior Art Database: 2005-Mar-07
Document File: 2 page(s) / 16K

Publishing Venue

IBM

Related People

Schumaker, R: AUTHOR [+2]

Abstract

This compound (I) having the structural formula is prepared from the corresponding acid (11) (Alpha, Beta, Beta, Beta tetrafluoropropionic acid) by reaction with benzoyl chloride. The acid II is described in British Patent No. 737, 164 - 1955. The acid chloride (I) is useful in the preparation of related compounds, e. g., the corresponding amide, N-substituted amides and esters and diethyl (Alpha, Beta, Beta, Beta -tetrafluoropropionyl)-malonate. See page 8, this issue. Preparation of the acid chloride (I) is as follows:

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Alpha, Beta, Beta, Beta -Tetrafluoropropionyl Chloride

This compound (I) having the structural formula is prepared from the corresponding acid (11) (Alpha, Beta, Beta, Beta tetrafluoropropionic acid) by reaction with benzoyl chloride. The acid II is described in British Patent No. 737, 164 - 1955. The acid chloride (I) is useful in the preparation of related compounds, e. g., the corresponding amide, N-substituted amides and esters and diethyl (Alpha, Beta, Beta, Beta -tetrafluoropropionyl)-malonate. See page 8, this issue. Preparation of the acid chloride (I) is as follows:

A mixture of 74 g (0. 50)mole) of Alpha, Beta, Beta, Beta - tetrafluoropropionic acid and 282 g (2. 0 moles) benzoyl chloride was heated at approximately 100 degrees C for a period of 3 to 4 hours. The product, as it was formed, was distilled through a 90 cm x 2 cm column with a dry ice acetone condenser. Redistillation of the product at 46 to 48 degrees C gave 59. 2 g (80% yield) of the above acid chloride (I). The acid chloride was converted to the anilide, m. p. 83 to 84 degrees C, for analysis. Analysis: Calc. for C(9)H(6)F(4)ON: C, 49. 09%; H, 3. 16%; N, 6. 33% Found: C, 49. 08%; H, 3. 34%; N, 6. 22% see diagram.

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