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Hydrochloric Acid → 4,4,4-Trifluoro-1-(4-methoxy-2,5-dimethyl-phenyl)-butane-1,3-dione

HRID 628527
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HRID 628527 반응식
[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[CH:7][C:6]([C:10](=[O:12])[CH3:11])=[C:5]([CH3:13])[CH:4]=1.C([O:16][C:17](=O)[C:18]([F:21])([F:20])[F:19])C.[O-]CC.[Na+].Cl>C(O)C.O.O1CCCC1>[F:19][C:18]([F:21])([F:20])[C:17](=[O:16])[CH2:11][C:10]([C:6]1[CH:7]=[C:8]([CH3:9])[C:3]([O:2][CH3:1])=[CH:4][C:5]=1[CH3:13])=[O:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 9794Ethyl trifluoroacetateHCID 2723922Sodium ethoxideHCID 149071491-(4-Methoxy-2,5-dimethylphenyl)ethanone

생성물 1

HCID 985795504,4,4-Trifluoro-1-(4-methoxy-2,5-dimethyl-phenyl)-butane-1,3-dione수율 88.4%

시약·촉매·용매 3

HCID 702
Ethanol
용매
HCID 962Water용매
HCID 8028Tetrahydrofuran용매

실험 절차

At room temperature, to a mixture of 1-(4-methoxy-2,5-dimethylphenyl)-ethanone (described in Reference Preparation example 82) 5 g and tetrahydrofuran 200 ml was added trifluoroacetic acid ethyl ester 7.9 g and 20% sodium ethoxide solution in ethanol 19 g. The resulting mixture was stirred with heating under reflux for seven hours, and then to the reaction mixture was added water 70 ml, and the resulting mixture was acidified with 6N aqueous hydrochloric acid solution. The resulting mixture was extracted with ethyl acetate. The organic layer was washed with water and was dried over anhydrous magnesium sulfate, and was then concentrated under reduced pressure. The resulting residue was subjected to a silica gel column chromatography to give 4,4,4-trifluoro-1-(4-methoxy-2,5-dimethyl-phenyl)-butane-1,3-dione 6.8 g.

후처리

  1. temperaturewith heating
  2. temperatureunder reflux for seven hours
  3. extractionThe resulting mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialwas dried over anhydrous magnesium sulfate
  6. concentrationwas then concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-649c4681f8874d0b9428e6f27e7a781a
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09314023B2

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