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

HRID 501522ノート

反応式

HRID 501522 の反応式
[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

参加物

5

反応物 3

HCID 11430Potassium Carbonate2 回HCID 24479Stannous ChlorideHCID 597542382,2-Dimethyl-5-nitro-2H-chromene-8-carbonitrile

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a811f8115fd2468fb9669bec4cbc23d1
出典データセット
uspto-grants-2010_08
特許番号
US07772267B2

反応ノート

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