Phosphorus oxychloride → Ethyl 2,7-dichloro-4-(chloromethyl)-6-methoxy-3-quinolinecarboxylate

HRID 720500ノート

反応式

HRID 720500 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH2:18][Cl:19])=[C:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:8](=O)[NH:9]2)=[CH:4][C:3]=1[O:20][CH3:21].P(Cl)(Cl)([Cl:24])=O>>[Cl:24][C:8]1[C:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:6]([CH2:18][Cl:19])[C:5]2[C:10](=[CH:11][C:2]([Cl:1])=[C:3]([O:20][CH3:21])[CH:4]=2)[N:9]=1

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 21892028HCID 21892028、化合物

生成物 1

HCID 21891992Ethyl 2,7-dichloro-4-(chloromethyl)-6-methoxy-3-quinolinecarboxylate

実験手順

A suspension of ethyl 7-chloro-4-(chloromethyl)-6-methoxy-2-oxo-1,2-dihydro-3-quinolinecarboxylate (116.7 g, 50 mmol) in phosphoryl chloride (100 ml) is heated to reflux for 6 hours. The phosphoryl chloride is distilled off. The residue is taken up in water and agitation is carried out for 30 min. The precipitate is filtered out and washed with water until neutrality. The precipitate is taken up in dichloromethane and with a saturated solution of sodium chloride. After filtering through a bed of celite the filtrate is decanted. The organic phase is washed again with a saturated solution of sodium chloride, followed by drying over magnesium sulphate, filtering and evaporating under reduced pressure. 15.88 g of a brown oil is obtained.

後処理

  1. temperatureis heated
  2. temperatureto reflux for 6 hours
  3. distillationThe phosphoryl chloride is distilled off
  4. filtrationThe precipitate is filtered out
  5. washwashed with water until neutrality
  6. filtrationAfter filtering through a bed of celite the filtrate
  7. customis decanted
  8. washThe organic phase is washed again with a saturated solution of sodium chloride
  9. dry with materialby drying over magnesium sulphate
  10. filtrationfiltering
  11. customevaporating under reduced pressure

出典と根拠

ORDレコード
ord-f8c491d31c46404792e1a8c9e939fef3
出典データセット
uspto-grants-2006_11
特許番号
US07135478B2

反応ノート

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