Potassium Carbonate → HCID 67338116、化合物

HRID 1670141ノート

反応式

HRID 1670141 の反応式
[CH2:1]([O:3][C:4](=[O:29])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]Br)[C:10]=1[CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH3:2].[Br:30][C:31]1[CH:32]=[C:33]([CH:39]=[C:40]([OH:42])[CH:41]=1)[C:34]([N:36]([CH3:38])[CH3:37])=[O:35].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.CC(C)=O.O.Cl>[CH2:1]([O:3][C:4](=[O:29])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:42][C:40]2[CH:39]=[C:33]([C:34](=[O:35])[N:36]([CH3:38])[CH3:37])[CH:32]=[C:31]([Br:30])[CH:41]=2)[C:10]=1[CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH3:2]

参加物

8

反応物 3

HCID 11430Potassium CarbonateHCID 575864914-[3-(6-Bromo-hexyl)-2-(ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl esterHCID 57905868HCID 57905868、化合物

生成物 1

HCID 67338116HCID 67338116、化合物収率 80%

試薬・触媒・溶媒 4

HCID 180Acetone溶媒HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

To a solution of 4-[3-(6-bromo-hexyl)-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (3.48 g, 7.4 mmol), 3-bromo-5-hydroxy-N,N-dimethyl-benzamide (1.5 g, 6.17 mmol) in N,N-dimethylformamide (30 mL) and acetone (60 mL) was added potassium carbonate (8.51 g, 61.7 mmol). The resulting suspension was heated to 70° C. for 24 h. Then the reaction mixture was cooled to room temperature and diluted with water and 10% aq. HCl. The organic compound was extracted into ethyl acetate and the combined organic extracts were washed with water and brine solution. The organic extracts were dried over anhydrous sodium sulfate and removal of the solvent under reduced pressure gave the crude product which was purified on ISCO™ column (120 g) using 50% ethyl acetate in hexanes as eluting solvent to give the title compound (3.1 g, 80%) as colorless oil.

後処理

  1. temperatureThen the reaction mixture was cooled to room temperature
  2. extractionThe organic compound was extracted into ethyl acetate
  3. washthe combined organic extracts were washed with water and brine solution
  4. dry with materialThe organic extracts were dried over anhydrous sodium sulfate and removal of the solvent under reduced pressure
  5. customgave the crude product which
  6. customwas purified on ISCO™ column (120 g)
  7. washas eluting solvent

出典と根拠

ORDレコード
ord-d6fc8f419e1846ecbd368af6db791cb1
出典データセット
uspto-grants-2011_08
特許番号
US07989454B2

反応ノート

読み込み中…