HCID 13770581、化合物 → 4-tert-Butyl-2-(3-methyl-2-oxopyrrolidin-1-yl)furan-3-carbonitrile

HRID 236224ノート

反応式

HRID 236224 の反応式
[NH2:1][C:2]1[O:3][CH:4]=[C:5]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:6]=1[C:7]#[N:8].[CH3:13][CH:14]([CH2:18][CH2:19]Cl)[C:15](Cl)=[O:16]>C1(C)C=CC=CC=1>[C:7]([C:6]1[C:5]([C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:4][O:3][C:2]=1[N:1]1[CH2:19][CH2:18][CH:14]([CH3:13])[C:15]1=[O:16])#[N:8]

参加物

4

反応物 2

HCID 13770581HCID 13770581、化合物HCID 137705824-Chloro-2-methylbutanoyl chloride

生成物 1

HCID 1748554-tert-Butyl-2-(3-methyl-2-oxopyrrolidin-1-yl)furan-3-carbonitrile収率 21.7%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To 4.0 g of 2-amino-3-cyano-4-(1,1-dimethylethyl)furan and 4.3 g of 2-methyl-4-chlorobutyryl chloride was added 150 ml of toluene. The reaction mixture was allowed to reflux for about 72 hours. The mixture was washed once with 1N hydrochloric acid, once with 2N sodium hydroxide and finally with water. The organic phase was dried over anhydrous magnesium sulfate, filtered and concentrated under vacuum. The residue was chromatographed over silica gel while eluting with an 80/20 mixture of Skellysolve B/ethyl acetate. Fractions containing the major component were combined and the solvent was evaporated therefrom to afford 1.3 g of N-[3-cyano-4-(1,1-dimethylethyl)-2-furyl]-3-methyl-2-pyrrolidinone. mp=88°-90° C. Yield 21%.

後処理

  1. temperatureto reflux for about 72 hours
  2. washThe mixture was washed once with 1N hydrochloric acid, once with 2N sodium hydroxide and finally with water
  3. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum
  6. customThe residue was chromatographed over silica gel
  7. washwhile eluting with an 80/20 mixture of Skellysolve B/ethyl acetate
  8. additionFractions containing the major component
  9. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-ee6519c414f943b6973ab1c04f62407c
出典データセット
uspto-grants-1987_02
特許番号
US04643758

反応ノート

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