Hydrochloric Acid → Dimethyl 2-methyl-3-hydroxy-6-vinylpyridine 4,5-dicarboxylate

HRID 223527

反応式

HRID 223527 の反応式
[C:1]([O:9][CH3:10])(=[O:8])/[CH:2]=[CH:3]\[C:4]([O:6][CH3:7])=[O:5].C([O:13][C:14]1O[C:17]([CH:19]=[CH2:20])=[N:16][C:15]=1[CH3:21])C.Cl.C(=O)(O)[O-].[Na+]>CO.O.CCOCC>[CH3:21][C:15]1[C:14]([OH:13])=[C:3]([C:4]([O:6][CH3:7])=[O:5])[C:2]([C:1]([O:9][CH3:10])=[O:8])=[C:17]([CH:19]=[CH2:20])[N:16]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 5271565Dimethyl maleateHCID 202639815-Ethoxy-4-methyl-2-vinyloxazole

生成物 1

HCID 20263984Dimethyl 2-methyl-3-hydroxy-6-vinylpyridine 4,5-dicarboxylate

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

A mixture of0.2 mole of dimethyl maleate and 0.1 mole of 5-ethoxy-4-methyl-2-vinyloxazole are heated at 110°-115° C. for 4 hours. The reaction mixture is cooled and 20 ml. of a 25% solution of hydrogen chloride (dry) in absolute methanol added. Addition of ether to the cooled reaction mixture precipitates the hydrochloride salt of the product. The free base is obtained by dissolving the hydrochloride salt in a minimum volume of water, adding solid sodium bicarbonate to pH 6.5 to 7.0 and extracting with chloroform. The combined chloroform extracts are dried over sodium sulfate and concentrated in vacuo to give dimethyl 2-methyl-3-hydroxy-6-vinylpyridine 4,5-dicarboxylate.

後処理

  1. temperatureThe reaction mixture is cooled
  2. customto the cooled reaction mixture
  3. customprecipitates the hydrochloride salt of the product
  4. customThe free base is obtained
  5. extractionextracting with chloroform
  6. dry with materialThe combined chloroform extracts are dried over sodium sulfate
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-08f277896c464e05a168dd5b5710a2ca
出典データセット
uspto-grants-1982_10
特許番号
US04355034

関連ノート

読み込み中…