Water → 2-Nitro-5-(2-quinolylmethoxy)benzyl alcohol

HRID 1721684

반응식

HRID 1721684 반응식
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([CH:9]=1)[CH2:7][OH:8].O.[F-].C([N+](CC)(CC)CC)C.Cl[CH2:25][C:26]1[CH:35]=[CH:34][C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[N:27]=1.O>CN(C=O)C>[N+:10]([C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:25][C:26]2[CH:35]=[CH:34][C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[N:27]=2)=[CH:9][C:6]=1[CH2:7][OH:8])([O-:12])=[O:11]

참가 물질

6

반응물 4

HCID 962WaterHCID 203942-(Chloromethyl)quinolineHCID 1089463-(Hydroxymethyl)-4-nitrophenolHCID 16211652Tetraethylammonium fluoride hydrate

생성물 1

HCID 106148772-Nitro-5-(2-quinolylmethoxy)benzyl alcohol수율 33.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 5-hydroxy-2-nitrobenzyl alcohol (5.1 g, 30 mmol), tetraethylammonium fluoride hydrate (8.94 g, 60 mmol) and 2-chloromethylquinoline (5.31 g, 30 mmol) in DMF (90 ml) was stirred at room temperature for 72 hours. The reaction mixture was then poured into water and extracted with ethyl acetate. The extract was dried over MgSO4 and concentrated in vacuo. To the residue was added methylene chloride (25 ml) and the solid was filtered to provide 3.1 g of 2-nitro-5-(2-quinolylmethoxy)benzyl alcohol.

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe extract was dried over MgSO4
  3. concentrationconcentrated in vacuo
  4. additionTo the residue was added methylene chloride (25 ml)
  5. filtrationthe solid was filtered

출처 및 근거

ORD 기록
ord-f345799dcf9c49f0851569fcf72688c4
출처 데이터셋
uspto-grants-1996_04
특허 번호
US05512581

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