Dichloromethane → N-ethoxycarbonylmethylthioethyl-N-n-butylcinnamamide

HRID 487241

反応式

HRID 487241 の反応式
C([C:5]1[CH:6]=[C:7]([CH:13]=[C:14](C(C)(C)C)[C:15]=1O)[CH:8]=[CH:9][C:10]([OH:12])=O)(C)(C)C.[CH2:21]([O:23][C:24]([CH2:26][S:27][CH2:28][CH2:29][NH:30][CH2:31][CH2:32][CH2:33][CH3:34])=[O:25])[CH3:22].Cl.C(N=C=NCCCN(C)C)C.ClCCl>O>[CH2:21]([O:23][C:24]([CH2:26][S:27][CH2:28][CH2:29][N:30]([CH2:31][CH2:32][CH2:33][CH3:34])[C:10](=[O:12])[CH:9]=[CH:8][C:7]1[CH:6]=[CH:5][CH:15]=[CH:14][CH:13]=1)=[O:25])[CH3:22]

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 998193-(3,5-Ditert-butyl-4-hydroxyphenyl)prop-2-enoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 86747655N-ethoxycarbonylmethylthioethyl-n-butylamine

生成物 1

HCID 67822768N-ethoxycarbonylmethylthioethyl-N-n-butylcinnamamide収率 105%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

First, 5.53 g of 3,5-di-t-butyl-4-hydroxycinnamic acid, 4.4 g of N-ethoxycarbonylmethylthioethyl-n-butylamine, and 4.0 g of 1-ethyl-3-(3dimethylaminopropyl)carbodiimide hydrochloride (WSC) were added to 100 ml of dichloromethane and the mixture was agitated for 3 hours at room temperature. Then, this reaction mixture was poured into water, and after chloroform extraction the chloroform layer was dehydrated with anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The residue so obtained was separated and purified by column chromatography on silica gel with chloroform, after which hexane was added and crystallization yielded 7.34 g of an N-ethoxycarbonylmethylthioethyl-N-n-butylcinnamamide derivative (yield 79.5%) in the form of white crystals.

後処理

  1. extractionafter chloroform extraction the chloroform layer
  2. distillationthe solvent was distilled off under reduced pressure
  3. customThe residue so obtained
  4. customwas separated
  5. custompurified by column chromatography on silica gel with chloroform
  6. additionafter which hexane was added
  7. customcrystallization

出典と根拠

ORDレコード
ord-cfc51979bbf84a81b826fb784ea1f31d
出典データセット
uspto-grants-1994_03
特許番号
US05294643

関連ノート

読み込み中…