海萝胶 → HCID 14956284，化合物

HRID 481463

反应方程式

HRID 481463 反应方程式
[CH2:1]([C:3]1O[CH:5]=[CH:6][C:7](=[O:10])[C:8]=1[OH:9])[CH3:2].[OH-].[Na+].[CH2:13](Cl)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.O1C=CC=CC1=O.Cl.[CH3:29][NH2:30].Cl>CO.C(O)C.O>[CH2:13]([O:9][C:8]1[C:7](=[O:10])[CH:6]=[CH:5][N:30]([CH3:29])[C:3]=1[CH2:1][CH3:2])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参与物

10

反应物 6

HCID 313海萝胶HCID 7503氯化苄HCID 14798二甲基对苯二胺二盐酸2 次HCID 21059乙基麦芽酚HCID 681542氢-吡喃-2酮HCID 6364545甲胺盐酸盐

产物 1

HCID 14956284HCID 14956284，化合物

试剂、催化剂与溶剂 3

HCID 702乙醇溶剂HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮溶剂HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

实验过程

In particular, 2-ethyl-3-hydroxy-4-pyrone (24.7 g) in 225 ml of methanol is added to 25 ml of water containing 7.5 g of sodium hydroxide. To this solution is added benzyl chloride (25.5 g) and the mixture is then refluxed for 6 hours. Upon cooling, the solvent is removed under reduced pressure. The residue is treated with 50 ml of water and then extracted three times with 25-ml aliquots of dichloromethane. The combined extracts are washed twice with 5% (w/v) sodium hydroxide, then twice with 25 ml of water and dried over magnesium sulfate. Evaporation of the solvent yields crude 3-benzyloxy-2-ethyl-4-pyrone. This crude pyrone (24.4 g) and 1.56 g of methylamine hydrochloride are then dissolved in 300 ml of aqueous ethanol (100 ml) containing 2 g of sodium hydroxide. The solution is stirred at room temperature for 6 days, acidified to pH 2 with concentrated hydrochloric acid, and then evaporated to dryness. The residue is washed with water and extracted twice into chloroform (50 ml). The combined extracts are dried over anhydrous magnesium sulfate and evaporated to dryness yielding 3-benzyloxy-2-ethyl-1-methylpyrid-4-one. To 2 g of this pyrid-4-one is added concentrated hydrobromic acid (10 ml). The reaction mixture is heated on a steam bath for 30 minutes and the product recrystallized from water to yield 2-ethyl-3-hydroxy-1-methylpyrid-4-one.

后处理

  1. temperaturethe mixture is then refluxed for 6 hours
  2. temperatureUpon cooling
  3. customthe solvent is removed under reduced pressure
  4. additionThe residue is treated with 50 ml of water
  5. extractionextracted three times with 25-ml aliquots of dichloromethane
  6. washThe combined extracts are washed twice with 5% (w/v) sodium hydroxide
  7. dry with materialtwice with 25 ml of water and dried over magnesium sulfate
  8. customEvaporation of the solvent
  9. customyields crude 3-benzyloxy-2-ethyl-4-pyrone
  10. customevaporated to dryness
  11. washThe residue is washed with water
  12. extractionextracted twice into chloroform (50 ml)
  13. dry with materialThe combined extracts are dried over anhydrous magnesium sulfate
  14. customevaporated to dryness

来源与证据

ORD记录
ord-a1ea760f3eb74fd2babf653514f3f752
来源数据集
uspto-grants-1998_08
专利号
US05789426

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