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

HRID 130293

반응식

HRID 130293 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-4035447da51f4952a025db1eac0e4fb5
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07381567B2

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