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Dicyclohexylcarbodiimide → 4-[3,5-Bis(decyloxy)phenyl]2,6-morpholinedione

HRID 1757793
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HRID 1757793 반응식
[C:1]([CH2:4][N:5]([C:10]1[CH:15]=[C:14]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH:13]=[C:12]([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH:11]=1)[CH2:6][C:7]([OH:9])=[O:8])(O)=[O:2].C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)Cl>[CH2:17]([O:16][C:14]1[CH:15]=[C:10]([N:5]2[CH2:4][C:1](=[O:2])[O:8][C:7](=[O:9])[CH2:6]2)[CH:11]=[C:12]([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH:13]=1)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 10868DicyclohexylcarbodiimideHCID 192621N-(carboxymethyl)-N-(3,5-bis(decyloxy)-phenyl)glycine

생성물 1

HCID 193890794-[3,5-Bis(decyloxy)phenyl]2,6-morpholinedione수율 88.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To 2.0 g (3.83 mmol) of N-(carboxymethyl)-N-[3,5-bis(decyloxy)phenyl]glycine in 100 ml of methylene chloride stirred at room temperature was added 0.9 g (4.37 mmol)of dicyclohexylcarbodiimide The reaction mixture was stirred at room temperature for 17 hours. After cooling in an ice bath, the precipitate was removed by filtration and the filtrate was concentrated at reduced pressure to a solid which was recrystallized from hexane to give 1.7 g (88% yield, mp 62°-62°) of 4-[3,5-bis(decyloxy)phenyl]2,6-morpholinedione.

후처리

  1. temperatureAfter cooling in an ice bath
  2. customthe precipitate was removed by filtration
  3. concentrationthe filtrate was concentrated at reduced pressure to a solid which
  4. customwas recrystallized from hexane

출처 및 근거

ORD 기록
ord-bb2c247904964139984aeeb866c75321
출처 데이터셋
uspto-grants-1995_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05446189

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