Water → Methyl 2-((4,6-Dimethoxypyrimidin-2-yl)oxy)-3-phenoxy-3-phenylbutanoate

HRID 356869노트

반응식

HRID 356869 반응식
[O:1]([C:8]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([CH3:15])[CH:9]([OH:14])[C:10]([O:12][CH3:13])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH3:24][O:25][C:26]1[CH:31]=[C:30]([O:32][CH3:33])[N:29]=[C:28](S(C)(=O)=O)[N:27]=1.O>CN(C)C=O.C(O)(=O)C>[O:1]([C:8]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([CH3:15])[CH:9]([O:14][C:28]1[N:29]=[C:30]([O:32][CH3:33])[CH:31]=[C:26]([O:25][CH3:24])[N:27]=1)[C:10]([O:12][CH3:13])=[O:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 8383634,6-Dimethoxy-2-(methylsulfonyl)pyrimidineHCID 15766824Methyl 3-phenoxy-3-phenyl-2-hydroxybutyrate2회

생성물 1

HCID 15766825Methyl 2-((4,6-Dimethoxypyrimidin-2-yl)oxy)-3-phenoxy-3-phenylbutanoate수율 24.5%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6228Dimethylformamide용매

실험 절차

4.4 g (15.4 mmol) of methyl 3-phenoxy-3-phenyl-2-hydroxybutyrate (compound 1.1) [sic] are dissolved in 40 ml of dimethylformamide, and 0.46 g (18.4 mmol) of sodium hydride is added. The mixture is stirred for 1 hour and then 3.4 g (15.4 mmol) of 4,6-dimethoxy-2-methylsulfonylpyrimidine are added. The mixture is stirred at room temperature for 24 hours and then cautiously hydrolyzed with 10 ml of water, the pH is adjusted to 5 with acetic acid, and the solvent is removed by distillation under high vacuum. The residue is taken up in 100 ml of ethyl acetate, washed with water, dried over sodium sulfate and distilled to remove solvents. 10 ml of methyl t-butyl ether are added to the residue, and the precipitate is filtered off with suction. Drying results in 1.6 g of a white powder.

후처리

  1. stirringThe mixture is stirred at room temperature for 24 hours
  2. customthe solvent is removed by distillation under high vacuum
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. distillationdistilled
  6. customto remove solvents
  7. addition10 ml of methyl t-butyl ether are added to the residue
  8. filtrationthe precipitate is filtered off with suction
  9. customDrying

출처 및 근거

ORD 기록
ord-14d79b18a0c04d5b93e1d25a30281d47
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840722

반응 노트

불러오는 중…