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

HRID 223527

반응식

HRID 223527 반응식
[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

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-08f277896c464e05a168dd5b5710a2ca
출처 데이터셋
uspto-grants-1982_10
특허 번호
US04355034

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