Potassium Carbonate → 7-Benzyl-3-isobutyl-1-propoxymethylxanthine

HRID 323861ノート

反応式

HRID 323861 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]([CH2:25][CH:26]([CH3:28])[CH3:27])[C:17]=2[N:16]=[CH:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH2:29]([O:32][CH2:33]Cl)[CH2:30][CH3:31]>CN(C)C=O.O.CO>[CH2:7]([N:14]1[C:22]2[C:21](=[O:23])[N:20]([CH2:33][O:32][CH2:29][CH2:30][CH3:31])[C:19](=[O:24])[N:18]([CH2:25][CH:26]([CH3:28])[CH3:27])[C:17]=2[N:16]=[CH:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 30174687-Benzyl-3-(2-methylpropyl)xanthineHCID 109644311-(Chloromethoxy)propane

生成物 1

HCID 220073147-Benzyl-3-isobutyl-1-propoxymethylxanthine

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒2 回HCID 6228Dimethylformamide溶媒

実験手順

0.86 g (6.2 mmol) of potassium carbonate was added at 60° C. to a suspension of 1.16 g (3.9 mmol) of 7-benzyl-3-isobutylxanthine from stage c) in 60 ml of dimethylformamide and the mixture was stirred at this temperature for 1 hour. 0.56 ml (5.1 mmol) of propoxymethyl chloride was then added dropwise and the mixture was stirred at 80° C. for 5.5 hours. 12 ml of water and 5 ml of methanol were then added, the mixture was allowed to stand overnight, 60 ml of water were again added and the mixture was extracted four times using 150 ml of methyl tert-butyl ether each time. The combined organic phases were washed with 200 ml of water, dried using magnesium sulfate and concentrated under reduced pressure. The crude product was purified by flash chromatography on a silica gel column, dichloromethane.

後処理

  1. stirringthe mixture was stirred at 80° C. for 5.5 hours
  2. waitto stand overnight
  3. extractionthe mixture was extracted four times
  4. washThe combined organic phases were washed with 200 ml of water
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customThe crude product was purified by flash chromatography on a silica gel column, dichloromethane

出典と根拠

ORDレコード
ord-c947d333f5f6417d8fe25a4d472516ae
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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