Fluorosulfuric acid → Difluoromalonyl fluoride

HRID 1447472

反応式

HRID 1447472 の反応式
[F:1][C:2]([F:10])([C:7]([F:9])=[O:8])[C:3](OC)=[O:4].[F:11]S(O)(=O)=O>>[F:10][C:2]([F:1])([C:3]([F:11])=[O:4])[C:7]([F:9])=[O:8]

参加物

3

反応物 2

HCID 24603Fluorosulfuric acidHCID 93396Methyl 2,2,3-trifluoro-3-oxopropanoate

生成物 1

HCID 2774099Difluoromalonyl fluoride収率 65%

実験手順

A mixture of 624 g (4.0 mol) of methyl difluorofluoroformylacetate, 348 g (3.5 mol) of fluorosulfonic acid and 25 ml of HSbF6 (0.3 mol) was charged to a 1 liter Teflon® pot fitted with a Teflon® condenser connected to a trap cooled to -80°. The mixture was stirred and heated at 80° to 110° for about 24 h. Then, 187 g (65% yield) of crude difluoromalonyl fluoride was collected which, after trap-to-trap distillation, was analyzed by NMR at -30°. NMR (CCl4): 19F 21.0 (t, JFF 10.9 Hz, 2F, COF) and -112.4 ppm (t, JFF 10.9 Hz, 2F, CF2) with a very small amount of impurity showing at -162.1 ppm. Distillation of a 140 g sample gave 118 g of pure FCOCF2COF, b.p. -4° to -5°. Dimethyl difluoromalonate was also formed.

後処理

  1. customconnected to a trap
  2. temperaturecooled to -80°
  3. temperatureheated at 80° to 110° for about 24 h

出典と根拠

ORDレコード
ord-e06c4b4a741e424c8372b32805392475
出典データセット
uspto-grants-1982_02
特許番号
US04316986

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