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Ethyl trifluoroacetate → 1-(3,5-Dichloro-2,4-difluorophenyl)-2,2,2-trifluoroethanone

HRID 1500197
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HRID 1500197 반응식
[Cl:1][C:2]1[CH:7]=[C:6](I)[C:5]([F:9])=[C:4]([Cl:10])[C:3]=1[F:11].C([Mg]Cl)(C)C.[F:17][C:18]([F:25])([F:24])[C:19](OCC)=[O:20]>O1CCCC1.COC(C)(C)C>[Cl:10][C:4]1[C:5]([F:9])=[C:6]([C:19](=[O:20])[C:18]([F:25])([F:24])[F:17])[CH:7]=[C:2]([Cl:1])[C:3]=1[F:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 9794Ethyl trifluoroacetateHCID 871589861,3-Dichloro-2,4-difluoro-5-iodobenzeneHCID 178418918HCID 178418918, 화합물

생성물 1

HCID 871586251-(3,5-Dichloro-2,4-difluorophenyl)-2,2,2-trifluoroethanone수율 69.2%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매3회
HCID 15413
tert-Butyl methyl ether
용매

실험 절차

1,3-Dichloro-2,4-difluoro-5-iodobenzene (4.0 g) was dissolved in tetrahydrofuran and cooled to −10 degree. A 2.0 M solution of isopropylmagnesium chloride in tetrahydrofuran (10 ml) was added dropwise via a dropping funnel. The reaction mixture was stirred for 1 hour at same temperature. A solution of ethyl trifluoroacetate (2.76 g) in tetrahydrofuran (6 ml) was added dropwise and the reaction mixture was allowed to warm to ambient temperature. The reaction mixture was diluted with t-butyl methyl ether and washed with 1 N NaOH and then brine. The combined extracts were dried over magnesium sulfate. After filtered off, the filtrate was concentrated in vacuo to give crude product which was purified with Kugel-Rohr to give 1-(3,5-dichloro-2,4-difluorophenyl)-2,2,2-trifluoroethanone (2.5 g).

후처리

  1. temperaturecooled to −10 degree
  2. washwashed with 1 N NaOH
  3. dry with materialThe combined extracts were dried over magnesium sulfate
  4. filtrationAfter filtered off
  5. concentrationthe filtrate was concentrated in vacuo
  6. customto give crude product which
  7. customwas purified with Kugel-Rohr

출처 및 근거

ORD 기록
ord-fc999ebbfbc040319171cf64ddba7a37
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09206122B2

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