Potassium Carbonate → HCID 67338116, 화합물

HRID 1670141노트

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HRID 1670141 반응식
[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]

참가 물질

8

반응물 3

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

생성물 1

HCID 67338116HCID 67338116, 화합물수율 80%

시약·촉매·용매 4

HCID 180Acetone용매HCID 313Hydrochloric Acid용매HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
70 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d6fc8f419e1846ecbd368af6db791cb1
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989454B2

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