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Boron tribromide → 2-(4-Diethylcarbamoylbenzyl)phenol

HRID 895611
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HRID 895611 반응식
[CH2:1]([N:3]([CH2:21][CH3:22])[C:4]([C:6]1[CH:20]=[CH:19][C:9]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17]C)=[CH:8][CH:7]=1)=[O:5])[CH3:2].B(Br)(Br)Br>ClCCl>[CH2:21]([N:3]([CH2:1][CH3:2])[C:4]([C:6]1[CH:20]=[CH:19][C:9]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[OH:17])=[CH:8][CH:7]=1)=[O:5])[CH3:22]
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참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 223806822-(4-Diethylcarbamoylbenzyl)anisole

생성물 1

HCID 223807182-(4-Diethylcarbamoylbenzyl)phenol수율 79%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The obtained 2-(4-diethylcarbamoylbenzyl)anisole was dissolved in dichloromethane (280 ml), added with boron tribromide (25.0 g) and stirred at room temperature for 3 hours. After the reaction mixture was slowly poured into ice (300 g) with ice cooling to quench the reaction and the layers were separated, the aqueous layer was extracted with dichloromethane (300 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: hexane:ethyl acetate=1:1) to obtain 10.15 g of the title compound. Yield: 79% (for the three steps).

후처리

  1. customto quench
  2. customthe reaction
  3. customthe layers were separated
  4. extractionthe aqueous layer was extracted with dichloromethane (300 ml)
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (elution solvent: hexane:ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-4dccb85b7c8e4f088b0ca9b2f90f19f4
출처 데이터셋
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06916822B2

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