Dichloromethane → Ethyl 2-{4-[(7-chloroisoquinolin-3-yl)oxy]phenoxy}propionate

HRID 647447ノート

反応式

HRID 647447 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([O:12][C:13]3[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=3)[N:8]=[CH:9]2)=[CH:4][CH:3]=1.Br[CH:21]([CH3:27])[C:22]([O:24][CH2:25][CH3:26])=[O:23].C(=O)([O-])[O-].[K+].[K+].ClCCl>C(C(C)=O)C>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([O:12][C:13]3[CH:14]=[CH:15][C:16]([O:19][CH:21]([CH3:27])[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:17][CH:18]=3)[N:8]=[CH:9]2)=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 13386245HCID 13386245、化合物

生成物 1

HCID 20484883Ethyl 2-{4-[(7-chloroisoquinolin-3-yl)oxy]phenoxy}propionate収率 86.3%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

4-[(7-chloroisoquinolin-3-yl)oxy]phenol (2.82 g) and ethyl 2-bromopropionate (2.07 g) in the presence of anhydrous potassium carbonate (1.58 g) were refluxed in methyl ethyl ketone (50 ml) for 4 hrs. The mixture was cooled, poured into dichloromethane, washed with water, dried (MgSO4) and evaporated. Purification by column chromatography over silica gel (eluant dichloromethane) gave ethyl 2-{4-[(7-chloroisoquinolin-3-yl)oxy]phenoxy}propionate (3.33 g) as a brown oil.

後処理

  1. temperatureThe mixture was cooled
  2. washwashed with water
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customPurification by column chromatography over silica gel (eluant dichloromethane)

出典と根拠

ORDレコード
ord-ba578d89083c44f7a4185db7a988dd9b
出典データセット
uspto-grants-1983_10
特許番号
US04409017

反応ノート

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