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Potassium Carbonate → HCID 86685056, 화합물

HRID 1750787
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HRID 1750787 반응식
[Cl:1][C:2]1[CH:3]=[C:4](B(O)O)[CH:5]=[C:6]([Cl:8])[CH:7]=1.Br[C:13]([C:15]([F:21])([F:20])[C:16]([F:19])([F:18])[F:17])=[CH2:14].C([O-])([O-])=O.[K+].[K+]>C1COCC1.O.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([C:13]([C:15]([F:21])([F:20])[C:16]([F:19])([F:18])[F:17])=[CH2:14])[CH:5]=[C:6]([Cl:8])[CH:7]=1
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참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 27343313,5-Dichlorophenylboronic acidHCID 27734042-Bromo-3,3,4,4,4-pentafluorobut-1-ene

생성물 1

HCID 86685056HCID 86685056, 화합물수율 66.2%

시약·촉매·용매 3

HCID 178418476HCID 178418476, 화합물촉매
HCID 962
Water
용매
HCID 8028Tetrahydrofuran용매

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온도
80 °C

실험 절차

A mixture of 3,5-dichlorophenylboronic acid (793 mg, 4.15 mmol), 2-bromo-3,3,4,4,4-pentafluorobut-1-ene (1.0 g, 4.57 mmol), K2CO3 (1.14 g, 8.3 mmol) and Pd(PPh3)2Cl2 (58 mg, 0.08 mmol) in THF (4 mL) and H2O (2 mL) was heated at 80° C. in a sealed tube for 4 h. The mixture was cooled to rt and partitioned between EA (50 mL) and H2O (50 mL). The aqueous layer was extracted with EA (50 mL) and the combined organic layers were dried over Na2SO4. The solvent was removed under reduced pressure and the crude product was purified by column chromatography on silica gel to give the crude desired product (800 mg; 66% yield) as colorless oil.

후처리

  1. temperatureThe mixture was cooled to rt
  2. custompartitioned between EA (50 mL) and H2O (50 mL)
  3. extractionThe aqueous layer was extracted with EA (50 mL)
  4. dry with materialthe combined organic layers were dried over Na2SO4
  5. customThe solvent was removed under reduced pressure
  6. customthe crude product was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-e1bc387737ed449d8fe654273bea31ea
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09156860B2

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