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

HRID 892620

反応式

HRID 892620 の反応式
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]

参加物

6

反応物 5

HCID 8028Tetrahydrofuran2 回HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 921263-(3-Hydroxy-4-methoxyphenyl)prop-2-enoic acidHCID 215841384-Aminoazepan-2-one

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2f7299906dbe4a1e92167c16c3c5d7ce
出典データセット
uspto-grants-1992_06
特許番号
US05118806

関連ノート

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