Hydrochloric Acid → 2-Methylpyrrole-3-carboxylic acid diethylamide

HRID 484007

反応式

HRID 484007 の反応式
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].C[Al](C)C.C(O[C:13]([C:15]1[CH:19]=[CH:18][NH:17][C:16]=1[CH3:20])=[O:14])C.Cl>C1(C)C=CC=CC=1.CCCCCC>[CH2:1]([N:3]([CH2:4][CH3:5])[C:13]([C:15]1[CH:19]=[CH:18][NH:17][C:16]=1[CH3:20])=[O:14])[CH3:2]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8021DiethylamineHCID 136747Ethyl 2-methyl-3-pyrrolecarboxylateHCID 16682925Trimethylaluminum

生成物 1

HCID 217817222-Methylpyrrole-3-carboxylic acid diethylamide

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8058Hexane溶媒

実験手順

To a solution of 1.6 ml of diethylamine in 30 ml of toluene was added 7.5 ml of 2M trimethylaluminum in hexane, and the mixture stirred for 20 minutes. To this mixture was added 1.53 g of 2-methylpyrrole-3-carboxylic acid ethyl ester, and the reaction mixture refluxed overnight. The mixture was cooled, acidified with aqueous 2N hydrochloric acid and extracted twice with ethyl acetate and three times with methylene chloride. Solvent was removed from the combined extracts under reduced pressure, and the residue was flash chromatographed on silica gel, eluting with 75% ethyl acetate/hexane, giving 1.5 g of 2-methylpyrrole-3-carboxylic acid diethylamide, m.p. 120°-121° C., the compound of formula (b).

後処理

  1. temperaturethe reaction mixture refluxed overnight
  2. temperatureThe mixture was cooled
  3. extractionextracted twice with ethyl acetate and three times with methylene chloride
  4. customSolvent was removed from the combined extracts under reduced pressure
  5. customchromatographed on silica gel
  6. washeluting with 75% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-8836079c44b546d49aa5b5c85f70bce0
出典データセット
uspto-grants-1993_07
特許番号
US05229387

関連ノート

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