Pyrrolidine → 3-Pyrrolidyl-2-butenamide

HRID 359350

反応式

HRID 359350 の反応式
[C:1]([NH2:7])(=[O:6])[CH2:2][C:3]([CH3:5])=O.[NH:8]1[CH2:12][CH2:11][CH2:10][CH2:9]1>C1C=CC=CC=1>[N:8]1([C:3]([CH3:5])=[CH:2][C:1]([NH2:7])=[O:6])[CH2:12][CH2:11][CH2:10][CH2:9]1

参加物

4

反応物 2

HCID 31268PyrrolidineHCID 80077Acetoacetamide

生成物 1

HCID 1317168093-Pyrrolidyl-2-butenamide

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

N-[5-(4'-(1,1-dimethylethyl)phenyl)thien-2-yl]-amine, as prepared in Preparation 5, was dis tetrahydrofuran (50 mL). The solution was then treated with diketene (3.0 mL) at 50° C. for 90 minutes. Evaporation of the solvent and chromatography of the residue on silica gel (100 g, elute with ethyl acetate/hexane mixtures) yielded the acetoacetamide, a compound of formula (C). The acetoacetamide (1.14 g) was then dissolved in benzene (30 mL). The solution was treated with pyrrolidine (0.90 mL) and then refluxed for 2 hours with a Dean Stark trap. The reaction mixture was then cooled to room temperature and the product isolated by filtration to yield 1.130 g of N-5-(4'-(1,1-dimethylethyl)phenyl)thien-2-yl]-3-pyrrolidyl-2-butenamide, m.p. 205°-207° C. B. In a similar manner, but replacing N-[5-(4'-(1,1-dimethylethyl)phenyl)thien-2-yl]amine with other appropriately substituted amines, the following compounds are made:

後処理

  1. temperaturerefluxed for 2 hours with a Dean Stark trap
  2. customthe product isolated by filtration

出典と根拠

ORDレコード
ord-f7ad221561bd4a7686b4dd6b4b19e78c
出典データセット
uspto-grants-1991_03
特許番号
US05001124

関連ノート

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