Sulfuric Acid → 4,4,5,5,5-Pentafluoro-1-(thiophen-2-yl)pentane-1,3-dione

HRID 130293

反応式

HRID 130293 の反応式
[C:1]([C:4]1[S:5][CH:6]=[CH:7][CH:8]=1)(=[O:3])[CH3:2].[H-].[Na+].[F:11][C:12]([F:22])([F:21])[C:13]([F:20])([F:19])[C:14](OCC)=[O:15].S(=O)(=O)(O)O>C1(C)C=CC=CC=1>[F:19][C:13]([F:20])([C:12]([F:22])([F:21])[F:11])[C:14](=[O:15])[CH2:2][C:1]([C:4]1[S:5][CH:6]=[CH:7][CH:8]=1)=[O:3]

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 69202-AcetylthiopheneHCID 24758Sodium hydrideHCID 67928Propanoic acid, 2,2,3,3,3-pentafluoro-, ethyl ester

生成物 1

HCID 170246234,4,5,5,5-Pentafluoro-1-(thiophen-2-yl)pentane-1,3-dione

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

2-Acetylthiophene (4.3 ml) was dissolved in dry toluene (40 ml). Sodium hydride (60%, 3.2 g) was added slowly and the mixture was stirred for 15 minutes. Ethyl pentafluoropropionate (13.44 g) was added and the stirring was continued overnight. Sulfuric acid (10%, 50 ml) was added and the phases were separated. The organic phase was washed with water (50 ml) and it was evaporated to dryness. The residue was distilled (b.p. 92-94° C./0.15 mbar) to give the product (9.0 g). 1H NMR (CDCl3): 6.50 (s, 1 H); 7.21 (dd, 1H, J=3.9 & 4.9); 7.77 (dd, 1H, J=1.1 & 4.9 Hz); 7.85 (dd, 1H, J=1.1 & 3.9 Hz). IR (film): 1592 (C═O); 1202 (C—F).

後処理

  1. waitthe stirring was continued overnight
  2. customthe phases were separated
  3. washThe organic phase was washed with water (50 ml) and it
  4. customwas evaporated to dryness
  5. distillationThe residue was distilled (b.p. 92-94° C./0.15 mbar)

出典と根拠

ORDレコード
ord-4035447da51f4952a025db1eac0e4fb5
出典データセット
uspto-grants-2008_06
特許番号
US07381567B2

関連ノート

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