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Ethyl trifluoroacetate → 2,2,2-Trifluoro-1-(4-methyl-1,3-thiazol-2-yl)ethan-1-one

HRID 1456330
ノート
印刷プレビュー

反応式

HRID 1456330 の反応式
C([Li])CCC.[CH3:6][C:7]1[N:8]=[CH:9][S:10][CH:11]=1.[F:12][C:13]([F:20])([F:19])[C:14](OCC)=[O:15].[Cl-].[NH4+]>O1CCCC1>[CH3:6][C:7]1[N:8]=[C:9]([C:14](=[O:15])[C:13]([F:20])([F:19])[F:12])[S:10][CH:11]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 9794Ethyl trifluoroacetateHCID 127484-MethylthiazoleHCID 25517Ammonium ChlorideHCID 178418339Butyllithium

生成物 1

HCID 221066902,2,2-Trifluoro-1-(4-methyl-1,3-thiazol-2-yl)ethan-1-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

n-Butyllithium (2.5M solution in hexanes, 40.4 ml) was added dropwise to a stirred solution of 4-methylthiazole (l10 g) in anhydrous tetrahydrofuran at -70° C. under an atmosphere of dry nitrogen. After 30 minutes, ethyl trifluoroacetate (12 ml) was added dropwise. After a further 2 hours the mixture was allowed to warm to room temperature and was, then left stirring overnight. Saturated aqueous ammonium chloride solution was added and the organic phase was separated, dried and evaporated to dryness. The residue was purified by flash chromatography to give the hydrate corresponding to the title compound as a white solid. M.p. 77°-81° C. 13C Nmr (d6 -DMSO) 16.4, 91.1 (q J 32 Hz), 116.3, 122.2 (q, J 287 Hz), 152.0 and 166.6 ppm.

後処理

  1. waitAfter a further 2 hours the mixture was allowed
  2. waitleft
  3. customthe organic phase was separated
  4. customdried
  5. customevaporated to dryness
  6. customThe residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-15fdd352d5e04da084397ec300310c60
出典データセット
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05843971

反応ノート

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