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Succinic anhydride → HCID 10101221, 화합물

HRID 2396608
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HRID 2396608 반응식
[CH2:1]([O:8][N:9]([C:23](=[O:43])[CH2:24][CH2:25][C:26](=[O:42])[NH:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][NH:33][O:34][CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:44]1(=[O:50])[O:49][C:47](=[O:48])[CH2:46][CH2:45]1>N1C=CC=CC=1>[CH2:35]([O:34][N:33]([CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][NH:27][C:26](=[O:42])[CH2:25][CH2:24][C:23](=[O:43])[N:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[C:44](=[O:50])[CH2:45][CH2:46][C:47]([OH:49])=[O:48])[C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7922Succinic anhydrideHCID 10416128HCID 10416128, 화합물

생성물 1

HCID 10101221HCID 10101221, 화합물수율 81.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
81 °C

실험 절차

A mixture of (9) (2.2 g, 3.48 mmol), succinic anhydride (0.55 g, 5.5 mmol) and pyridine (70 mL) was heated at 81° C. for 2 hours. Solvent was removed in vacuo and cold 1N HCl (100 mL) was added. Extraction was carried out with CHCl3 (6×75 mL), followed by a water wash (100 mL). Solvent removal and flash column chromatography, eluting with 7% MeOH/CH2Cl2, afforded 1.98 g (81%) of (10) as an oil: 300 MHz NMR δ 1.2-1.7 (m+s, 21 H), 2.53 (t, 2 H, J=7), 2.67 (s, 4 H), 2.78-2.86 (m, 2 H), 3.02-3.11 (m, 2 H), 3.22 (q, 2 H, J=6), 3.56-3.77 (m, 4 H), 4.7 (br s, 1 H), 4.83 (s, 2 H), 4.86 (s, 2 H) , 6.73 (br s, 1 H) , 7.38 (s, 10 H) . Anal. calcd. for C37H54N4O9 : C, 63.59; H, 7.79; N, 8.02. Found: C, 63.4 5; H, 7.81; N, 8.07.

후처리

  1. customSolvent was removed in vacuo and cold 1N HCl (100 mL)
  2. additionwas added
  3. extractionExtraction
  4. washwash (100 mL)
  5. customSolvent removal and flash column chromatography
  6. washeluting with 7% MeOH/CH2Cl2

출처 및 근거

ORD 기록
ord-a7c04b1664a64603b737a9d6c4399cdb
출처 데이터셋
uspto-grants-1996_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05493053

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