HCID 13770581, 화합물 → 4-tert-Butyl-2-(3-methyl-2-oxopyrrolidin-1-yl)furan-3-carbonitrile

HRID 236224노트

반응식

HRID 236224 반응식
[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]

참가 물질

4

반응물 2

HCID 13770581HCID 13770581, 화합물HCID 137705824-Chloro-2-methylbutanoyl chloride

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-ee6519c414f943b6973ab1c04f62407c
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04643758

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