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[2-(Bromomethyl)-3-chlorophenyl]methanol → 2-(Bromomethyl)-3-chlorobenzaldehyde

HRID 446028
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HRID 446028 반응식
[Br:1][CH2:2][C:3]1[C:8]([Cl:9])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:10][OH:11]>[O-2].[O-2].[Mn+4].ClCCl>[Br:1][CH2:2][C:3]1[C:8]([Cl:9])=[CH:7][CH:6]=[CH:5][C:4]=1[CH:10]=[O:11]
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참가 물질

4

반응물 1

HCID 22121430[2-(Bromomethyl)-3-chlorophenyl]methanol

생성물 1

HCID 866782482-(Bromomethyl)-3-chlorobenzaldehyde수율 66.2%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매2회HCID 6344Dichloromethane용매

실험 절차

Dichloromethane (15 ml) and manganese dioxide (1.69 g, 19.4 mmol) were added to [2-(bromomethyl)-3-chlorophenyl]methanol obtained in Example 10d (440 mg, 1.87 mmol), followed by stirring at mom temperature overnight. Manganese dioxide (1.2 g, 13.8 mmol) was further added, followed by heating with stirring at 40° C. for 2.5 hours. The reaction mixture was filtered through Celite and washed with ethyl acetate. The filtrate was concentrated under reduced pressure, and the resulting crude product was purified by column chromatography (silica gel, elution solvent: heptane/ethyl acetate=99/1->90/10) to give the title compound (289 mg, yield 66.2%).

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후처리

  1. temperatureby heating
  2. stirringwith stirring at 40° C. for 2.5 hours
  3. filtrationThe reaction mixture was filtered through Celite
  4. washwashed with ethyl acetate
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customthe resulting crude product was purified by column chromatography (silica gel, elution solvent: heptane/ethyl acetate=99/1->90/10)

출처 및 근거

ORD 기록
ord-5232bbafd6294d8ca966fae313deae3c
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08476301B2

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