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

HRID 639739ノート

反応式

HRID 639739 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-934c1954b5144109b3eb6659a3e30f33
出典データセット
uspto-grants-2010_04
特許番号
US07691883B2

反応ノート

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