Potassium Carbonate → 6-[4-[3-carboethoxy-propyloxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone

HRID 1590786ノート

反応式

HRID 1590786 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:22][CH2:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26]>CN(C=O)C>[C:25]([CH2:24][CH2:23][CH2:22][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1)([O:27][CH2:28][CH3:29])=[O:26]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 76300Ethyl 4-bromobutyrateHCID 1358275406-(4-hydroxyphenyl)-4,5-dihydro-3(2H)-pyridazinone

生成物 1

HCID 156123726-[4-[3-carboethoxy-propyloxy]phenyl]-4,5-dihydro-3(2H)-pyridazinone収率 80.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

A mixture of 2.00 g (10.5 mmol) of 6-(4-hydroxyphenyl)-4,5-dihydro-3(2H)-pyridazinone, prepared as described in Example 13, 1.60 g (11.6 mmol) of anhydrous K2CO3 and 2.30 g (11.8 mmol) of ethyl 4-bromobutyrate in 40 ml of DMF is heated at 100° C. for 2 hrs under N2. The DMF is removed under vacuum and the residue taken up in 150 ml of EtOAc and 75 ml of water. The organic phase is washed with 5% aqueous NaOH, then with saturated NaCl, dried (MgSO4), and the solvent removed to leave 2.58 g of 6-[4-[3-carboethoxy-propyloxy]phenyl}-4,5-dihydro-3(2H)-pyridazinone as a white solid. Yield, 81%.

後処理

  1. customprepared
  2. customThe DMF is removed under vacuum
  3. washThe organic phase is washed with 5% aqueous NaOH
  4. dry with materialwith saturated NaCl, dried (MgSO4)
  5. customthe solvent removed

出典と根拠

ORDレコード
ord-49ede973b3fa4b12a9a5e7d3024aba45
出典データセット
uspto-grants-1993_04
特許番号
US05204463

反応ノート

読み込み中…