Potassium Carbonate → 2-[1-[3-(3-(3-Pyridyl)prop-2-yn-1-yloxy)phenyl]-1-methoxypropyl]thiazole

HRID 1534387노트

반응식

HRID 1534387 반응식
[OH:1][C:2]1[CH:3]=[C:4]([C:8]([C:13]2[S:14][CH:15]=[CH:16][N:17]=2)([O:11][CH3:12])[CH2:9][CH3:10])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].Br.[N:25]1[CH:30]=[CH:29][CH:28]=[C:27]([C:31]#[C:32][CH2:33]Br)[CH:26]=1>CC(C)=O>[N:25]1[CH:30]=[CH:29][CH:28]=[C:27]([C:31]#[C:32][CH2:33][O:1][C:2]2[CH:3]=[C:4]([C:8]([C:13]3[S:14][CH:15]=[CH:16][N:17]=3)([O:11][CH3:12])[CH2:9][CH3:10])[CH:5]=[CH:6][CH:7]=2)[CH:26]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 156373793-[1-Methoxy-1-(1,3-thiazol-2-yl)propyl]phenolHCID 167329213-(3-Bromoprop-1-ynyl)pyridine hydrobromide

생성물 1

HCID 191016422-[1-[3-(3-(3-Pyridyl)prop-2-yn-1-yloxy)phenyl]-1-methoxypropyl]thiazole수율 59.4%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 2-[1-(3-hydroxyphenyl)-1-methoxypropyl]thiazole (0.25 g), potassium carbonate (0.28 g), 3-(3-pyridyl)prop2-yn-1-yl bromide hydrobromide (0.28 g) and acetone (5 ml) was stirred and heated to reflux for 17 hours. The mixture was cooled to ambient temperature, filtered and the filtrate was evaporated. The residue was purified by column chromatography eluting with hexane/ethyl acetate (1:1 v/v) to give 2-[1-[3-(3-(3-pyridyl)prop-2-yn-1-yloxy)phenyl]-1-methoxypropyl]thiazole as an oil (0.217 g, 59%).

후처리

  1. temperatureheated
  2. temperatureto reflux for 17 hours
  3. filtrationfiltered
  4. customthe filtrate was evaporated
  5. customThe residue was purified by column chromatography
  6. washeluting with hexane/ethyl acetate (1:1 v/v)

출처 및 근거

ORD 기록
ord-83bb1010f6ee4e92a6577f3c0fba8d93
출처 데이터셋
uspto-grants-1992_02
특허 번호
US05089495

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