Hydrochloric Acid → Methyl 3-(cyanoacetyl)benzoate

HRID 399846

반응식

HRID 399846 반응식
CC(C)([O-])C.[K+].[C:7]([O:19][CH3:20])(=[O:18])[C:8]1[CH:17]=[CH:16][CH:15]=[C:10]([C:11]([O:13]C)=O)[CH:9]=1.Cl.[C:22](#[N:24])[CH3:23]>O>[C:22]([CH2:23][C:11]([C:10]1[CH:9]=[C:8]([CH:17]=[CH:16][CH:15]=1)[C:7]([O:19][CH3:20])=[O:18])=[O:13])#[N:24]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 6342AcetonitrileHCID 15088Dimethyl isophthalateHCID 23665647Potassium tert-butoxide

생성물 1

HCID 18945177Methyl 3-(cyanoacetyl)benzoate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Potassium tert-butoxide (6.4 g) was added to a solution of dimethyl isophthalate (10.0 g) in acetonitrile (90 ml) at ambient temperature and the mixture was stirred for 1 hour at 60°-64° C. The reaction mixture was added to a solution of conc. hydrochloric acid (4.7 ml) in water (150 ml) and extracted with ethyl acetate. The extract layer was washed with water and dried over magnesium sulfate. Evaporation of the solvent gave a residue, which was purified by column chromatography on silica gel eluting with chloroform. The eluted fractions containing the desired product were collected and evaporated in vacuo to give methyl 3-(cyanoacetyl)benzoate (4.72 g).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extract layer was washed with water
  3. dry with materialdried over magnesium sulfate
  4. customEvaporation of the solvent
  5. customgave a residue, which
  6. customwas purified by column chromatography on silica gel eluting with chloroform
  7. additionThe eluted fractions containing the desired product
  8. customwere collected
  9. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-f772dbd880c24b43a232bf96abd46a4f
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05824691

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