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Dicyclohexylcarbodiimide → HCID 19857803, 화합물

HRID 2073172
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HRID 2073172 반응식
C1(N=C=NC2CCCCC2)CCCCC1.[CH2:16]([CH:21]([CH:25]([OH:32])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[C:22]([OH:24])=[O:23])[CH2:17][CH2:18][CH2:19][CH3:20].O[N:34]1[C:38](=[O:39])[CH2:37][CH2:36][C:35]1=[O:40]>COCCOC>[CH2:16]([CH:21]([CH:25]([OH:32])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[C:22]([OH:24])=[O:23])[CH2:17][CH2:18][CH2:19][CH3:20].[C:35]1(=[O:40])[NH:34][C:38](=[O:39])[CH2:37][CH2:36]1
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참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 19857780HCID 19857780, 화합물

생성물 1

HCID 19857803HCID 19857803, 화합물수율 104.2%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매2회

반응 조건

온도
0 °C

실험 절차

Dicyclohexylcarbodiimide (27 g) dissolved in 1,2-dimethoxyethane (300 cc) is added, in the course of 40 minutes, to a solution, kept at 0° C., of 2-n-pentyl-3-hydroxynonanoic acid (29.1 g) and N-hydroxysuccinimide (14.1 g) in 1,2-dimethoxyethane (300 cc). The reaction mixture is stirred at 0° C. for 3 hours and then kept at 4° C. for 21 hours. The precipitate formed is filtered off and washed twice with 1,2-dimethoxyethane (100 cc in total). The filtrate is concentrated to dryness under reduced pressure (20 mm Hg) at 50° C. The concentrate is taken up in a mixture of diisopropyl ether (300 cc) and acetic acid (3 cc). After standing for 2 hours at 20° C., the precipitate formed is filtered off and washed twice with diisopropyl ether (40 cc in total). The filtrate is concentrated to dryness under reduced pressure (20 mm Hg) at 50° C. Succinimide 2-n-pentyl-3-hydroxynonanoate (42.6 g) is thus obtained in the form of a yellow oil.

후처리

  1. additionis added, in the course of 40 minutes, to a solution
  2. waitkept at 4° C. for 21 hours
  3. customThe precipitate formed
  4. filtrationis filtered off
  5. washwashed twice with 1,2-dimethoxyethane (100 cc in total)
  6. concentrationThe filtrate is concentrated to dryness under reduced pressure (20 mm Hg) at 50° C
  7. additionThe concentrate is taken up in a mixture of diisopropyl ether (300 cc) and acetic acid (3 cc)
  8. waitAfter standing for 2 hours at 20° C.
  9. customthe precipitate formed
  10. filtrationis filtered off
  11. washwashed twice with diisopropyl ether (40 cc in total)
  12. concentrationThe filtrate is concentrated to dryness under reduced pressure (20 mm Hg) at 50° C

출처 및 근거

ORD 기록
ord-6499100b6e8f4329866bd312ff9259c0
출처 데이터셋
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04916119

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