Thionyl Chloride → 7-Benzyloxy-4-chloro-6-methoxyquinoline hydrochloride

HRID 393597ノート

反応式

HRID 393597 の反応式
[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13](=O)[CH:14]=[CH:15][NH:16]2)=[CH:11][C:10]=1[O:20][CH3:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:24])=O>CN(C=O)C>[ClH:24].[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([Cl:24])=[CH:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[O:20][CH3:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 226465797-(Benzyloxy)-6-methoxyquinolin-4-ol

生成物 1

HCID 226465617-Benzyloxy-4-chloro-6-methoxyquinoline hydrochloride収率 89%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A suspension of 7-benzyloxy-6-methoxy-1,4-dihydroquinolin-4-one (3.37 g, 13 mmol) in thionyl chloride (50 ml) and DMF (0.25 ml) was heated at reflux for 1 hour. Excess thionyl chloride was removed by evaporation and the residue azeotroped with toluene and triturated with ether, the product collected by filtration and dried under vacuum to give 7-benzyloxy-4-chloro-6-methoxyquinoline hydrochloride (3.9 g, 89%).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 1 hour
  3. customExcess thionyl chloride was removed by evaporation
  4. customthe residue azeotroped with toluene
  5. customtriturated with ether
  6. filtrationthe product collected by filtration
  7. customdried under vacuum

出典と根拠

ORDレコード
ord-094caedd26f4441b8cddbeec629c37ed
出典データセット
uspto-grants-2004_10
特許番号
US06809097B1

反応ノート

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