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Potassium Carbonate → HCID 118075930, 화합물

HRID 1051577
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HRID 1051577 반응식
Br[CH:2]1[CH2:5][CH2:4][CH2:3]1.[F:6][C:7]1[C:15]([F:16])=[CH:14][C:13]([OH:17])=[CH:12][C:8]=1[C:9]([OH:11])=[O:10].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH:2]1([O:17][C:13]2[CH:14]=[C:15]([F:16])[C:7]([F:6])=[C:8]([CH:12]=2)[C:9]([O:11][CH:2]2[CH2:5][CH2:4][CH2:3]2)=[O:10])[CH2:5][CH2:4][CH2:3]1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 78110BromocyclobutaneHCID 265967652,3-Difluoro-5-hydroxybenzoic acid

생성물 1

HCID 118075930HCID 118075930, 화합물수율 60.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
90 °C

실험 절차

Bromocyclobutane (150 g, 1.12 mol) was added to a mixture of 2,3-difluoro-5-hydroxybenzoic acid (50 g, 287 mmol), and potassium carbonate (230 g, 1.67 mol) in acetonitrile (1500 mL), and the resulting mixture stirred overnight at 90° C. The reaction mixture was cooled to room temperature, filtered, and concentrated under vacuum. The residue was purified via column chromatography on silica gel (eluting with petroleum ether) to afford cyclobutyl 5-cyclobutoxy-2,3-difluorobenzoate (49 g, 60%) as a yellow green solid. MS (ESI, pos. ion) m/z 283 [M+H]+.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationfiltered
  3. concentrationconcentrated under vacuum
  4. customThe residue was purified via column chromatography on silica gel (eluting with petroleum ether)

출처 및 근거

ORD 기록
ord-264ac456013f4fb2a20f58ef5b2936a5
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09388161B2

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