1-Bromooctane → C8F17-O-(CF2)5H

Participants

Reaction Conditions

Reaction Steps

In a fashion similar to Example 8, hexanediol was alkylated with n-octyl bromide, the product was acetylated, and the resulting C8H17—O—(CH2)6—O—COCH3 was directly fluorinated and hydrolyzed as in Example 8 to C8F17—O—(CF2)5COOH, which was recrystallized from perfluorohexane. The recrystallized acid (37.5 g) was mixed with 4.0 g NaOH and 100 mL ethylene glycol and heated to 185° C. The product was washed with water, and the residual 27.9 g was distilled to give pure C8F17—O—(CF2)5H, micro b.p. 195° C.

Provenance & Evidence