4-Nitrobenzyl bromide → HCID 19045334, 화합물

HRID 1781384노트

반응식

HRID 1781384 반응식
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8]Br)=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:12]([NH:15][C:16]1[CH:17]=[CH:18][C:19]2[O:29][C:23]3([CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)[CH2:22][C:21](=[O:30])[C:20]=2[CH:31]=1)(=[O:14])[CH3:13].C(N(C(C)C)CC)(C)C.CO.C(Cl)(Cl)Cl>CN(C)C=O>[C:12]([NH:15][C:16]1[CH:17]=[CH:18][C:19]2[O:29][C:23]3([CH2:24][CH2:25][N:26]([CH2:8][C:7]4[CH:10]=[CH:11][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=4)[CH2:27][CH2:28]3)[CH2:22][C:21](=[O:30])[C:20]=2[CH:31]=1)(=[O:14])[CH3:13]

참가 물질

6

반응물 4

HCID 660114-Nitrobenzyl bromideHCID 81531DiisopropylethylamineHCID 19045273HCID 19045273, 화합물HCID 21584188Chloroform methanol

생성물 1

HCID 19045334HCID 19045334, 화합물수율 59.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 4-nitrobenzyl bromide (0.73 g, 3.4 mmol), 3,4-dihydro-6-acetamidospiro[(2H)-benzopyran-2,4'-piperidine]-4-one (0.94 g, 3.4 mmol) and diisopropylethylamine (0.61 ml, 3.5 mmol) in dimethylformamide (15 ml) was stirred at room temperature for 3 hr. The reaction mixture was then concentrated under reduced pressure. The residue was diluted with methylene chloride and washed with saturated sodium bicarbonate solution, water and brine. Drying and solvent evaporation gave an oil; flash chromatography (silica gel, methanol-chloroform 2/98) gave 3,4-dihydro-6-acetamido-1'-(4-nitrobenzyl)spiro[(2H)-1-benzopyran-2,4'-piperidine]-4-one (0.83 g, 59%); 75 mg converted to hydrochloride; mp>250° C.

후처리

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. additionThe residue was diluted with methylene chloride
  3. washwashed with saturated sodium bicarbonate solution, water and brine
  4. customDrying
  5. customsolvent evaporation
  6. customgave an oil

출처 및 근거

ORD 기록
ord-947d6841260549d3b54d67fb4a7179a9
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05633247

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