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Hydrochloric Acid → 2-Chloro-6-(trifluoroacetoacetyl)pyridine

HRID 1859394
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HRID 1859394 반응식
[F:1][C:2]([F:9])([F:8])[C:3]([O:5]CC)=O.[H-].[Na+].[Cl:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19](=[O:21])[CH3:20])[N:14]=1.C1OCCOC2C(=CC=CC=2)OCCOCCOC2C(=CC=CC=2)OC1.Cl>C1COCC1.C(O)C>[Cl:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19](=[O:21])[CH2:20][C:3]([C:2]([F:1])([F:8])[F:9])=[O:5])[N:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 9794Ethyl trifluoroacetateHCID 24758Sodium hydrideHCID 26541Dibenzo-18-crown-6HCID 115791671-(6-Chloropyridin-2-yl)ethanone

생성물 1

HCID 116012682-Chloro-6-(trifluoroacetoacetyl)pyridine

시약·촉매·용매 2

HCID 702
Ethanol
촉매
HCID 8028Tetrahydrofuran용매3회

실험 절차

To a mixture of ethyl trifluoroacetate (17.2 g) and sodium hydride (60% in oil, 5.7 g) in THF (200 ml) is added a solution of 1A (11.2 g) in THF (50 ml) with ethanol (2 drops) and a solution of dibenzo-18-crown-6 (415 mg) in THF (70 ml). The reaction mixture is stirred for 60 h at ambient temperature. After heating for 1 h at reflux temperature, the mixture is acidified with 2M hydrochloric acid and extracted with ethyl acetate. The organic phase is dried and evaporated. One obtains the crude title compound as an oily product (21.5 g).

후처리

  1. temperatureAfter heating for 1 h
  2. temperatureat reflux temperature
  3. extractionextracted with ethyl acetate
  4. customThe organic phase is dried
  5. customevaporated

출처 및 근거

ORD 기록
ord-d3c2dbb0fcf7488bbcacf0dcf21a7e67
출처 데이터셋
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06528456B2

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