2,2-Dimethyl-4-(1-oxidopyridin-1-ium-2-yl)-3,4-dihydrochromene-6-carbonitrile → 2,2-dimethyl-4-(2-pyridyl)-2H-1-benzopyran-6-carbonitrile

HRID 1073882ノート

反応式

HRID 1073882 の反応式
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:11][C:10]([CH3:13])([CH3:12])[CH2:9][CH:8]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N+:15]=3[O-])[C:7]=2[CH:21]=1)#[N:2]>C(OC(=O)C)(=O)C>[CH3:12][C:10]1([CH3:13])[CH:9]=[C:8]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[C:7]2[CH:21]=[C:3]([C:1]#[N:2])[CH:4]=[CH:5][C:6]=2[O:11]1

参加物

3

反応物 1

HCID 63363852,2-Dimethyl-4-(1-oxidopyridin-1-ium-2-yl)-3,4-dihydrochromene-6-carbonitrile

生成物 1

HCID 156813282,2-dimethyl-4-(2-pyridyl)-2H-1-benzopyran-6-carbonitrile収率 69.1%

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

280 mg of 2-(6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)pyridine N-oxide were heated at 120° C. in 3 ml of acetic anhydride for 24 hours. After cooling the mixture was evaporated and the residue was partitioned between ethyl acetate and aqueous sodium bicarbonate solution. The organic phase was dried over sodium sulphate and evaporated. The residue was recrystallized from cyclohexane to give 181 mg of 2,2-dimethyl-4-(2-pyridyl)-2H-1-benzopyran-6-carbonitrile which was used without further purification.

後処理

  1. temperatureAfter cooling the mixture
  2. customwas evaporated
  3. customthe residue was partitioned between ethyl acetate and aqueous sodium bicarbonate solution
  4. dry with materialThe organic phase was dried over sodium sulphate
  5. customevaporated
  6. customThe residue was recrystallized from cyclohexane

出典と根拠

ORDレコード
ord-36bc17ecaefd477bbecabb20fb0e3d66
出典データセット
uspto-grants-1990_11
特許番号
US04971982

反応ノート

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