Potassium Carbonate → 5-Amino-2,2-dimethyl-2H-chromene-8-carbonitrile

HRID 501522노트

반응식

HRID 501522 반응식
[CH3:1][C:2]1([CH3:17])[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([C:15]#[N:16])[CH:6]=[CH:7][C:8]=2[N+:12]([O-])=O)[O:3]1.Cl[Sn]Cl.C([O-])([O-])=O.[K+].[K+]>CCOC(C)=O>[NH2:12][C:8]1[CH:7]=[CH:6][C:5]([C:15]#[N:16])=[C:4]2[C:9]=1[CH:10]=[CH:11][C:2]([CH3:17])([CH3:1])[O:3]2

참가 물질

5

반응물 3

HCID 11430Potassium Carbonate2회HCID 24479Stannous ChlorideHCID 597542382,2-Dimethyl-5-nitro-2H-chromene-8-carbonitrile

생성물 1

HCID 597542965-Amino-2,2-dimethyl-2H-chromene-8-carbonitrile수율 79.9%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a stirred solution of compound 6B (230 mg, 1 mmol) in EtOAc (5 mL) was added SnCl2 2H2O (780 mg, 3.5 mmol). The resulting mixture was stirred at rt for 20 h, then saturated aqueous K2CO3 was added. After stirring for 30 min, the reaction was treated with solid K2CO3 (550 mg). The resulting suspension was stirred at rt for another 2 h, and then filtered. The filtrate was concentrated under reduced pressure to give a crude product, which was chromatographed (silica gel) eluting with 20% to 60% EtOAc/hexane to afford the title compound (160 mg) as a light yellow oil.

후처리

  1. stirringAfter stirring for 30 min
  2. stirringThe resulting suspension was stirred at rt for another 2 h
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customto give a crude product, which
  6. customwas chromatographed (silica gel)
  7. washeluting with 20% to 60% EtOAc/hexane

출처 및 근거

ORD 기록
ord-a811f8115fd2468fb9669bec4cbc23d1
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772267B2

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