Acetic Acid → 2-Isopropylthio-3-(cyclohexanon-2-yloxy)-pyridine

HRID 55550

반응식

HRID 55550 반응식
Cl[CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[O:8].[CH:9]([S:12][C:13]1[C:18]([OH:19])=[CH:17][CH:16]=[CH:15][N:14]=1)([CH3:11])[CH3:10].C(=O)([O-])[O-].[K+].[K+].C(O)(=O)C>CN(C)C=O.C(OCC)(=O)C>[CH:9]([S:12][C:13]1[C:18]([O:19][CH:2]2[CH2:7][CH2:6][CH2:5][CH2:4][C:3]2=[O:8])=[CH:17][CH:16]=[CH:15][N:14]=1)([CH3:11])[CH3:10]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 11430Potassium Carbonate3회HCID 132032-Chlorocyclohexanone3회HCID 199579323-Pyridinol, 2-[(1-methylethyl)thio]-

생성물 1

HCID 570183552-Isopropylthio-3-(cyclohexanon-2-yloxy)-pyridine수율 72.7%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

7.29 g of 2-chlorocyclohexanone are added at room temperature to a mixture of 8.4 g of 2-isopropylthio-3-hydroxypyridine and 7.6 g of potassium carbonate in 120 ml of dimethylformamide, and the mixture is stirred for one hour at 45°-50° C. After the addition of 1.46 g of 2-chlorocyclohexanone and 1.52 g of potassium carbonate and after 2 hours of a further analogous addition of 0.73 g of 2-chlorocyclohexanone and 0.76 g of potassium carbonate, the suspension is stirred for a further 3.5 hours at 45°-50° C. The resulting reaction solution is poured onto a mixture consisting of 200 ml of ice-water, 50 ml of 2N acetic acid and 100 ml of ethyl acetate, washed three times with 300 ml of ethyl acetate and 100 ml of saturated sodium chloride solution each time, dried over sodium sulfate and concentrated by evaporation. The residue is triturated with petroleum ether and filtered. 9.57 g of the desired ketone having a melting point of 106°-110° C. are obtained.

후처리

  1. stirringthe suspension is stirred for a further 3.5 hours at 45°-50° C
  2. customThe resulting reaction solution
  3. additionis poured onto a mixture
  4. washwashed three times with 300 ml of ethyl acetate and 100 ml of saturated sodium chloride solution each time
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated by evaporation
  7. customThe residue is triturated with petroleum ether
  8. filtrationfiltered

출처 및 근거

ORD 기록
ord-917b3d08128a40d7a7314a146b67dcc5
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05625071

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