Hypofluorous acid, trifluoromethyl ester → 4-Chloro-α-fluorobenzeneacetic acid

HRID 2058296ノート

反応式

HRID 2058296 の反応式
C[Si](C)(C)[O:3][C:4]([O:13][Si](C)(C)C)=[CH:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1.[F:20]OC(F)(F)F>C(Cl)(Cl)(Cl)F>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]([CH:5]([F:20])[C:4]([OH:13])=[O:3])=[CH:7][CH:8]=1

参加物

4

反応物 2

HCID 78989Hypofluorous acid, trifluoromethyl esterHCID 11255491HCID 11255491、化合物

生成物 1

HCID 126021134-Chloro-α-fluorobenzeneacetic acid収率 53%

試薬・触媒・溶媒 1

HCID 6389Trichlorofluoromethane溶媒

実験手順

A solution of 29.92 g (0.095 mol) of the aforesaid β,β-bis(trimethylsiloxy)p-chlorostyrene in 300 ml of CFCl3 was cooled to -70° C. and 9.88 g (0.095 mol) of trifluoromethyl hypofluorite were passed into the solution over a period of 2 hours. The mixture was allowed to warm to room temperature and evaporated to dryness under reduced pressure. The resultant white solid residue was stirred with 10 ml of water for approximately 10 minutes. The solids were recrystallized from 1 l of hexane to give 9.38 g (53% yield) of p-chlorophenylfluoroacetic acid as shiny white crystals, mp 66°-68° C.; 1H NMR (CDCl3) δ5.75 (d, J≅47 Hz, 1H), δ7.35 ppm (s, 4H), δ10.95 (s, 1H); 19F NMR (CDCl3) δ-182.60 (d, J≅47 Hz).

後処理

  1. customevaporated to dryness under reduced pressure
  2. customThe solids were recrystallized from 1 l of hexane

出典と根拠

ORDレコード
ord-4dfc864fa4bc41a691de8ec14d669d55
出典データセット
uspto-grants-1980_07
特許番号
US04215044

反応ノート

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