Hexane → HCID 10758603, 화합물

HRID 650574

반응식

HRID 650574 반응식
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[CH:5]=[C:6]([CH3:12])[NH:7]2.[H-].[Na+].CCCCCC.Cl[CH2:22][C:23]1[CH:24]=[C:25]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:26]=[CH:27][CH:28]=1>CN(C=O)C.O>[C:25]1([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:26]=[CH:27][CH:28]=[C:23]([CH2:22][N:7]2[C:8]3[C:4](=[C:3]([O:2][CH3:1])[CH:11]=[CH:10][CH:9]=3)[CH:5]=[C:6]2[CH3:12])[CH:24]=1

참가 물질

7

반응물 4

HCID 8058HexaneHCID 24758Sodium hydrideHCID 107732744-methoxy-2-methyl-1H-indoleHCID 154808923-(Chloromethyl)-1,1'-biphenyl

생성물 1

HCID 10758603HCID 10758603, 화합물수율 76.4%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매2회

실험 절차

805 mg (5 mmol) of 4-methoxy-2-methyl-1H-indole is reacted with 200 mg (5 mmol) of 60% NaH/mineral oil (washing with hexane before adding DMF) in 15 mL of DMF and after stirring for 0.5 hour, 1.0 g (5 mmol) of 3-(chloromethyl)biphenyl is added. The mixture is stirred at room temperature for 18 hours, diluted with water and extracted with ethyl acetate. The ethyl acetate solution is washed with brine, dried (MgSO4) and after concentrating at reduced pressure, the residue is chromatographed on silica gel eluting with 20% EtOAc/hexane to give 1.25 g (76% yield) of 1-((1,1′-biphenyl)-3-ylmethyl)-2-methyl-4-methoxy-1H-indole mp, 127°-131° C.

후처리

  1. stirringThe mixture is stirred at room temperature for 18 hours
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate solution is washed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationafter concentrating at reduced pressure
  6. customthe residue is chromatographed on silica gel eluting with 20% EtOAc/hexane

출처 및 근거

ORD 기록
ord-bdc8da2278f6451085810f4fd9bb8c02
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06274616B1

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