Benzoyl chloride → 1-benzoyl-6-methoxy-2H-quinoline-2-carbonitrile

HRID 1684536ノート

反応式

HRID 1684536 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[CH:6]2.[C-:13]#[N:14].[K+].[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>ClCCl>[C:16]([N:9]1[C:10]2[C:5](=[CH:4][C:3]([O:2][CH3:1])=[CH:12][CH:11]=2)[CH:6]=[CH:7][CH:8]1[C:13]#[N:14])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

5

反応物 3

HCID 7412Benzoyl chlorideHCID 9032Potassium CyanideHCID 148606-Methoxyquinoline

生成物 1

HCID 2304931-benzoyl-6-methoxy-2H-quinoline-2-carbonitrile収率 73.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 10 g (63 mmol) of 6-methoxyquinoline in 80 ml of dichloromethane is mixed with a solution of 12.4 g (188 mmol) of potassium cyanide, and 14.5 ml (125 mmol) of benzoyl chloride are then added slowly. The mixture is stirred for 18 h, the organic phase is then separated off and the aqueous phase is extracted with dichloromethane. The organic phases are washed with aqueous 5% hydrochloric acid solution and then with water, with aqueous sodium hydroxide solution and again with water, they are dried over sodium sulphate and the solvent is evaporated off under reduced pressure. The oil obtained is crystallized from 95% ethanol. 13.4 g of product are obtained.

後処理

  1. additionare then added slowly
  2. customthe organic phase is then separated off
  3. extractionthe aqueous phase is extracted with dichloromethane
  4. washThe organic phases are washed with aqueous 5% hydrochloric acid solution
  5. dry with materialwith water, with aqueous sodium hydroxide solution and again with water, they are dried over sodium sulphate
  6. customthe solvent is evaporated off under reduced pressure
  7. customThe oil obtained
  8. customis crystallized from 95% ethanol

出典と根拠

ORDレコード
ord-5d017520f68340f9b91e14225ca55726
出典データセット
uspto-grants-1997_06
特許番号
US05641785

反応ノート

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