Water → 7-Benzyl-3-phenyl-1-propoxymethylxanthine

HRID 323863ノート

反応式

HRID 323863 の反応式
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([N:14]1[C:22]2[C:21](=[O:23])[NH:20][C:19](=[O:24])[N:18]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:17]=2[N:16]=[CH:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:31]([O:34][CH2:35]Cl)[CH2:32][CH3:33].O>CN(C)C=O>[CH2:7]([N:14]1[C:22]2[C:21](=[O:23])[N:20]([CH2:35][O:34][CH2:31][CH2:32][CH3:33])[C:19](=[O:24])[N:18]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:17]=2[N:16]=[CH:15]1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 104957677-Benzyl-3-phenylxanthineHCID 109644311-(Chloromethoxy)propane

生成物 1

HCID 220073207-Benzyl-3-phenyl-1-propoxymethylxanthine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

0.45 g (3.26 mmol) of potassium carbonate was added at 60° C. to a suspension of 0.65 g (2.04 mmol) of 7-benzyl-3-phenylxanthine from stage a) in 20 ml of dimethylformamide and the mixture was stirred at this temperature for one hour. 0.29 ml (2.65 mmol) of propoxymethyl chloride was then added dropwise and the mixture was stirred at 80° C. for 1.5 hours. 20 ml of water were then added, the mixture was extracted three times using 24 ml of methyl tert-butyl ether each time, and the combined organic phases were washed twice with 12 ml of water each time, dried using magnesium sulfate and concentrated under reduced pressure. The crude product was purified by flash chromatography on a silica gel column heptane/ethyl acetate (5/7).

後処理

  1. stirringthe mixture was stirred at 80° C. for 1.5 hours
  2. extractionthe mixture was extracted three times
  3. washthe combined organic phases were washed twice with 12 ml of water each time
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product was purified by flash chromatography on a silica gel column heptane/ethyl acetate (5/7)

出典と根拠

ORDレコード
ord-c814146947084c3e9d675de9cf8f3330
出典データセット
uspto-grants-2001_04
特許番号
US06214992B1

反応ノート

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