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

HRID 751042노트

반응식

HRID 751042 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-d92b0ee73e6744f59a9a25a9f05f0ddc
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07405234B2

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