Phosphine tribromide → 4'-(Bromomethyl)-2'-nitrobiphenyl-2-carbonitrile

HRID 1412590노트

반응식

HRID 1412590 반응식
O[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([C:15]#[N:16])=[CH:11][CH:12]=[CH:13][CH:14]=2)=[C:5]([N+:17]([O-:19])=[O:18])[CH:4]=1.[Br-:20].[Br-].[Br-].P>C1(C)C=CC=CC=1>[Br:20][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([C:15]#[N:16])=[CH:11][CH:12]=[CH:13][CH:14]=2)=[C:5]([N+:17]([O-:19])=[O:18])[CH:4]=1

참가 물질

4

반응물 2

HCID 21862892Phosphine tribromideHCID 670092004'-(Hydroxymethyl)-2'-nitrobiphenyl-2-carbonitrile

생성물 1

HCID 670096674'-(Bromomethyl)-2'-nitrobiphenyl-2-carbonitrile

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution (15 mL) of 4′-(hydroxymethyl)-2′-nitrobiphenyl-2-carbonitrile (3.62 g) in toluene was added phosphine tribromide (4.63 g) at room temperature, and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated, and the residue was dissolved in ethyl acetate. The obtained ethyl acetate solution was washed with saturated aqueous sodium hydrogen carbonate and then with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give 4′-(bromomethyl)-2′-nitrobiphenyl-2-carbonitrile as a pale-yellow oil.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washThe obtained ethyl acetate solution was washed with saturated aqueous sodium hydrogen carbonate
  4. dry with materialwith saturated brine, and dried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-d0988174a2324cfda2802c779e001a5d
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921379B2

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