Hydrochloric Acid → HCID 14956284, 화합물

HRID 481463

반응식

HRID 481463 반응식
[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

참가 물질

10

반응물 6

HCID 313Hydrochloric AcidHCID 7503Benzyl ChlorideHCID 14798Sodium Hydroxide2회HCID 21059Ethyl MaltolHCID 681542H-Pyran-2-oneHCID 6364545Methylamine hydrochloride

생성물 1

HCID 14956284HCID 14956284, 화합물

시약·촉매·용매 3

HCID 702Ethanol용매HCID 887Methanol용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a1ea760f3eb74fd2babf653514f3f752
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05789426

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