Hydrochloric Acid → Methyl 3-(cyanoacetyl)benzoate

HRID 399846

反応式

HRID 399846 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 18945177Methyl 3-(cyanoacetyl)benzoate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f772dbd880c24b43a232bf96abd46a4f
出典データセット
uspto-grants-1998_10
特許番号
US05824691

関連ノート

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