Hydrochloric Acid → 4-Pyridinone,3-OH-2-Me

HRID 566863ノート

反応式

HRID 566863 の反応式
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][C:6](=[O:16])[C:7]=1[O:8]CC1C=CC=CC=1.Cl>[Pd].C(O)C>[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][C:6](=[O:16])[C:7]=1[OH:8]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 27264163-(Benzyloxy)-2-methylpyridin-4(1H)-one

生成物 1

HCID 3238144-Pyridinone,3-OH-2-Me収率 67.2%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

1.00 g (2.68 mmol) of 2-methyl-3-benzyloxypyridine-4(1H)-one of dimethylene xylitol compound is put into a mixture of 10 mL ethanol—2 mL H2O; then 0.08 g of Pd/C at 10% is added, and the pH of the solution is adjusted to pH=1 with a solution of concentrated HCl. The reaction medium is then subjected to catalytic hydrogenolysis under agitation at room temperature for 4 hours. At the end of this hydrogenolysis, the reaction medium is filtered. Then, 25 mL of water is added to the residue, and the solution is neutralized by addition of an aqueous solution of soda. The reaction medium is extracted with 2×20 mL of dichloromethane; the organic phases are collected, dried on sodium sulphate, filtered, and evaporated under reduced pressure; 509 mg (1.80 mmol) of 2-methyl-3-hydroxypyridine-4(1H)-one of dimethylene xylitol is isolated, which is pure at chromatographic and NMR analyses. Yield: 67%.

後処理

  1. filtrationAt the end of this hydrogenolysis, the reaction medium is filtered
  2. additionThen, 25 mL of water is added to the residue
  3. additionthe solution is neutralized by addition of an aqueous solution of soda
  4. extractionThe reaction medium is extracted with 2×20 mL of dichloromethane
  5. customthe organic phases are collected
  6. customdried on sodium sulphate
  7. filtrationfiltered
  8. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-a03787d4a018453aa650efd075cc6330
出典データセット
uspto-grants-2001_01
特許番号
US06177409B1

反応ノート

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