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Ethanol → HCID 23082902, 화합물

HRID 2422297
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인쇄 미리보기

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HRID 2422297 반응식
Br[C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][CH:24]=1)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])=[CH:9][CH:8]=1.[CH:25]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1B(O)O)=[O:26].C(=O)([O-])[O-].[K+].[K+].C(O)C>C(OCC)(=O)C.C1(C)C=CC=CC=1>[CH:25]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[C:2]1[CH:24]=[CH:23][CH:22]=[C:4]([CH2:5][O:6][C:7]2[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])=[CH:9][CH:8]=2)[CH:3]=1)=[O:26]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 2921892-Formylphenylboronic acidHCID 67146001HCID 67146001, 화합물

생성물 1

HCID 23082902HCID 23082902, 화합물수율 97.2%

시약·촉매·용매 2

HCID 1140Toluene용매
HCID 8857
Ethyl Acetate
용매

반응 조건

온도
80 °C

실험 절차

A mixture of tert-butyl 3-[4-[(3-bromobenzyl)oxy]phenyl]propanoate (3.5 g, 8.94 mmol), 2-formylphenylboronic acid (1.47 g, 9.83 mmol), tetrakistriphenylphosphine palladium (413 mg, 0.36 mmol), 2N potassium carbonate aqueous solution (7 mL), ethanol (7 mL) and toluene (70 mL) was stirred under an argon atmosphere at 80° C. for 14 hrs. The reaction mixture was cooled, diluted with ethyl acetate, washed with water, dried, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1-4/1) to give the title compound (3.62 g, 97%) as a colorless oil.

후처리

  1. temperatureThe reaction mixture was cooled
  2. washwashed with water
  3. customdried
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1-4/1)

출처 및 근거

ORD 기록
ord-28ea9ea2b35b42f78accd8174d6a21ad
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07960369B2

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