Water → 4-piperidino-3-[3-[3-(2-methylthioethoxy)phenyl]-1-oxo-2-propenyl]-6-methyl-2H-pyran-2-one

HRID 639739노트

반응식

HRID 639739 반응식
[C:1]([C:4]1[C:5](=[O:12])[O:6][C:7]([CH3:11])=[CH:8][C:9]=1O)(=[O:3])[CH3:2].[CH3:13][S:14][CH2:15][CH2:16][O:17][C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=1)[CH:21]=O.[NH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1.O>C(Cl)(Cl)Cl>[N:26]1([C:9]2[CH:8]=[C:7]([CH3:11])[O:6][C:5](=[O:12])[C:4]=2[C:1](=[O:3])[CH:2]=[CH:21][C:20]2[CH:23]=[CH:24][CH:25]=[C:18]([O:17][CH2:16][CH2:15][S:14][CH3:13])[CH:19]=2)[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1

참가 물질

6

반응물 4

HCID 962WaterHCID 8082PiperidineHCID 231317123-(2-Methylthioethoxy)benzaldehydeHCID 546784943-Acetyl-4-hydroxy-6-methyl-2H-pyran-2-one

생성물 1

HCID 686767284-piperidino-3-[3-[3-(2-methylthioethoxy)phenyl]-1-oxo-2-propenyl]-6-methyl-2H-pyran-2-one수율 6.9%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

In 8 ml of chloroform were dissolved 85.7 mg of 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one, 100 mg of 3-(2-methylthioethoxy)benzaldehyde and 30.3 mg of piperidine, and the solution was heated under refluxing for 13 hours while water was removed with a Soxhlet's extractor filled with a molecular sieve. After cooling to room temperature, the reaction mixture washed successively with 10% hydrochloric acid and an aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated. Precipitated crystals were filtered, and this was subjected to silica gel column chromatography to obtain 10.1 mg of 4-piperidino-3-[3-[3-(2-methylthioethoxy)phenyl]-1-oxo-2-propenyl]-6-methyl-2H-pyran-2-one [Compound No. (14b)] as a pale yellow crystal.

후처리

  1. temperaturethe solution was heated
  2. customwas removed with a Soxhlet's extractor
  3. additionfilled with a molecular sieve
  4. washthe reaction mixture washed successively with 10% hydrochloric acid
  5. dry with materialan aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customPrecipitated crystals
  8. filtrationwere filtered

출처 및 근거

ORD 기록
ord-934c1954b5144109b3eb6659a3e30f33
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691883B2

반응 노트

불러오는 중…