Triethylamine → 2-Ethoxycarbonylaminopropiophenone

HRID 2290371노트

반응식

HRID 2290371 반응식
C(N(CC)CC)C.Cl.[NH2:9][CH:10]([CH3:19])[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12].Cl[C:21]([O:23][CH2:24][CH3:25])=[O:22]>C(Cl)(Cl)Cl>[CH2:24]([O:23][C:21]([NH:9][CH:10]([CH3:19])[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12])=[O:22])[CH3:25]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 2046302-Amino-1-phenylpropan-1-one;hydrochloride

생성물 1

HCID 132935642-Ethoxycarbonylaminopropiophenone수율 73.3%

시약·촉매·용매 1

HCID 6212Chloroform용매3회

실험 절차

A solution of triethylamine (15 g) in chloroform (15 ml) was added dropwise to a stirred mixture of 2-aminopropiophenone hydrochloride (12 g) and chloroform (65 ml) at ice bath temperature in 10 minutes. To the stirred mixture was added dropwise a solution of ethyl chloroformate (8 g) in chloroform (20 ml) under the same conditions and then stirring was continued for 4 hours at ice bath temperature. The solution was evaporated under reduced pressure and the residue was dissolved in a mixture of ethyl acetate and water. The organic layer was separated, washed successively with a saturated aqueous solution of sodium bicarbonate, water, 5% hydrochloric acid, and water, dried over magnesium sulfate, and evaporated under reduced pressure to give an oil containing the object compound. The above obtained product was purified by column chromatography on silica gel (200 g) using a mixture of diisopropyl ether and chloroform (1:4) as an eluent to give an oil of 2-ethoxycarbonylaminopropiophenone (10.48 g).

후처리

  1. customThe solution was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in a mixture of ethyl acetate and water
  3. customThe organic layer was separated
  4. washwashed successively with a saturated aqueous solution of sodium bicarbonate, water, 5% hydrochloric acid, and water
  5. dry with materialdried over magnesium sulfate
  6. customevaporated under reduced pressure
  7. customto give an oil
  8. additioncontaining the object compound
  9. customThe above obtained product
  10. customwas purified by column chromatography on silica gel (200 g)
  11. additiona mixture of diisopropyl ether and chloroform (1:4) as an eluent

출처 및 근거

ORD 기록
ord-6ea7e453acb04301a659e5642e7ccf4f
출처 데이터셋
uspto-grants-1986_10
특허 번호
US04616014

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