Methyl Ethyl Ketone → 1,5,5-trimethyl-3-[4-[2-oxo-8-propyl-4-(trifluoromethyl)-2H-chromen-7-yloxy]butyl]imidazolidine-2,4-dione

HRID 2074434

반응식

HRID 2074434 반응식
CC(=O)CC.[OH:6][C:7]1[C:16]([CH2:17][CH2:18][CH3:19])=[C:15]2[C:10]([C:11]([C:21]([F:24])([F:23])[F:22])=[CH:12][C:13](=[O:20])[O:14]2)=[CH:9][CH:8]=1.Br[CH2:26][CH2:27][CH2:28][CH2:29][N:30]1[C:34](=[O:35])[C:33]([CH3:37])([CH3:36])[N:32]([CH3:38])[C:31]1=[O:39].C(=O)([O-])[O-].[K+].[K+]>O>[CH3:38][N:32]1[C:33]([CH3:37])([CH3:36])[C:34](=[O:35])[N:30]([CH2:29][CH2:28][CH2:27][CH2:26][O:6][C:7]2[C:16]([CH2:17][CH2:18][CH3:19])=[C:15]3[C:10]([C:11]([C:21]([F:24])([F:22])[F:23])=[CH:12][C:13](=[O:20])[O:14]3)=[CH:9][CH:8]=2)[C:31]1=[O:39]

참가 물질

6

반응물 4

HCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 537014304-Trifluoromethyl-8-propyl-7-hydroxycoumarinHCID 670891193-(4-Bromobutyl)-1,5,5-trimethylimidazolidine-2,4-dione

생성물 1

HCID 579627861,5,5-trimethyl-3-[4-[2-oxo-8-propyl-4-(trifluoromethyl)-2H-chromen-7-yloxy]butyl]imidazolidine-2,4-dione수율 103.8%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

A 2-butanone (2 mL) solution of 7-hydroxy-8-propyl-4-(trifluoromethyl)-2H-chromen-2-one (30 mg, 0.11 mmol), 3-(4-bromobutyl)-1,5,5-trimethylimidazolidine-2,4-dione (30.5 mg, 0.11 mmol), and potassium carbonate (22.8 mg, 0.165 mmol) was heated and stirred overnight at 80° C. The reaction solution was added with water and extracted with ethyl acetate. Subsequently, the organic layer was washed with saturated saline, dried using anhydrous sodium sulfate, and concentrated under vacuum. The obtained residue was purified using thin-layer silica-gel chromatography (hexane:ethyl acetate=1:1), and 53.5 mg of the title compound (yield 100%) was obtained as colorless oil.

후처리

  1. extractionextracted with ethyl acetate
  2. washSubsequently, the organic layer was washed with saturated saline
  3. customdried
  4. concentrationconcentrated under vacuum
  5. customThe obtained residue was purified

출처 및 근거

ORD 기록
ord-2a4c7284e12349bbb711d1dab2d8dd90
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07919509B2

연결된 노트

불러오는 중…