Tetrahydrofuran → 3-(4-Ethoxycarbonyloxycinnamoyl)amino-epsilon-caprolactam

HRID 1031889

반응식

HRID 1031889 반응식
ClC([O:4][CH2:5][CH3:6])=O.O[C:8]1[CH:9]=[C:10]([CH:16]=[CH:17][C:18]=1[O:19][CH3:20])[CH:11]=[CH:12][C:13]([OH:15])=O.C(N(CC)CC)C.[NH2:28][CH:29]1[CH2:36][CH2:35][CH2:34][NH:33][C:31](=[O:32])[CH2:30]1.C1C[O:40]CC1>>[CH2:5]([O:4][C:20]([O:19][C:18]1[CH:8]=[CH:9][C:10]([CH:11]=[CH:12][C:13]([NH:28][CH:29]2[CH2:36][CH2:35][CH2:34][NH:33][C:31](=[O:32])[CH2:30]2)=[O:15])=[CH:16][CH:17]=1)=[O:40])[CH3:6]

참가 물질

6

반응물 5

HCID 8028Tetrahydrofuran2회HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 921263-(3-Hydroxy-4-methoxyphenyl)prop-2-enoic acidHCID 215841384-Aminoazepan-2-one

생성물 1

HCID 538564713-(4-Ethoxycarbonyloxycinnamoyl)amino-epsilon-caprolactam

실험 절차

Ethyl chloroformate (22.2 ml) was added dropwise to a mixture of 3-hydroxy-4-methoxycinnamic acid (22.5 g), triethylamine (32.3 ml) and THF (400 ml) under ice-cooling and stirring, followed by stirring for 15 mins. Subsequently, to the mixture was added dropwise a solution of 3-amino-ε-caprolactam (14.9 g) in THF (200 ml), and then the whole was stirred for 1 hr. at room temperature. After completing the dropping, the reaction mixture was concentrated under reduced pressure, and the residue was dissolved in chloroform. This solution was washed with water, dried and distilled under reduced pressure to remove the solvent. The residue was washed with ethyl acetate, dried under reduced pressure to give the title compound (28 g). This compound was used in the following reaction without purification.

후처리

  1. temperaturecooling
  2. stirringby stirring for 15 mins
  3. stirringthe whole was stirred for 1 hr
  4. customat room temperature
  5. concentrationwas concentrated under reduced pressure
  6. dissolutionthe residue was dissolved in chloroform
  7. washThis solution was washed with water
  8. customdried
  9. distillationdistilled under reduced pressure
  10. customto remove the solvent
  11. washThe residue was washed with ethyl acetate
  12. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-3baf6b5e7e3c4515a9d7fe92b0380ee1
출처 데이터셋
uspto-grants-1990_09
특허 번호
US04956360

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