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Pinacol → 3-Chloropropenyl-1-boronic acid pinacol ester

HRID 1853926
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HRID 1853926 반응식
[Cl:1][CH2:2]/[CH:3]=[CH:4]/[B:5]([OH:7])[OH:6].O[C:9]([C:12](O)([CH3:14])[CH3:13])([CH3:11])[CH3:10].S([O-])([O-])(=O)=O.[Mg+2]>C(Cl)Cl>[Cl:1][CH2:2]/[CH:3]=[CH:4]/[B:5]1[O:7][C:12]([CH3:14])([CH3:13])[C:9]([CH3:11])([CH3:10])[O:6]1
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참가 물질

5

반응물 3

HCID 6425PinacolHCID 24083Sulfuric acid magnesium salt (1:1)HCID 6080110B-[(1E)-3-Chloro-1-propen-1-yl]boronic acid

생성물 1

HCID 118305003-Chloropropenyl-1-boronic acid pinacol ester수율 60%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of (E)-3-chloroprop-1-enylboronic acid (5 g, 41 mmol), pinacol (4.9 g, 41 mmol), and magnesium sulfate (15 g, 120 mmol) in methylene chloride (100 mL) was stirred at room temperature for 18 h. The reaction mixture was filtered through silica gel and the filter cake was washed with methylene chloride. The filtrate was concentrated to afford the desired product (4.8 g, 60%) as a colorless oil: ESI MS m/z 203 [C9H16BClO2+H]+.

후처리

  1. filtrationThe reaction mixture was filtered through silica gel
  2. washthe filter cake was washed with methylene chloride
  3. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-b6f8ebc4cc6a4d118f83508cf7823cbd
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08962648B2

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