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Azobisisobutyronitrile → HCID 58786144, 화합물

HRID 1375984
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HRID 1375984 반응식
[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[O:7][C@H:6]1[C:24]1[CH:29]=[C:28]([CH3:30])[CH:27]=[C:26]([O:31][CH2:32][CH3:33])[C:25]=1[O:34][CH2:35][CH3:36])(=[O:3])[CH3:2].[Br:37]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[O:7][C@H:6]1[C:24]1[CH:29]=[C:28]([CH2:30][Br:37])[CH:27]=[C:26]([O:31][CH2:32][CH3:33])[C:25]=1[O:34][CH2:35][CH3:36])(=[O:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 58786117HCID 58786117, 화합물

생성물 1

HCID 58786144HCID 58786144, 화합물수율 80.4%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

A suspension of (1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-(2,3-diethoxy-5-methylphenyl)-D-glucitol (500 mg) and N-bromosuccinimide (209 mg) in carbon tetrachloride (10 ml) was refluxed with heating and 2,2′-azobis(isobutyronitrile) (80 mg) was added. The mixture was stirred for 30 minutes under refluxing and the reaction mixture was allowed to be cooled to room temperature. After evaporating the solvent under reduced pressure, the resulting residue was purified by silica gel column chromatography (ethyl acetate-n-hexane) to obtain (1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[5-(bromomethyl)-2,3-diethoxyphenyl]-D-glucitol (464 mg).

후처리

  1. temperaturewas refluxed
  2. temperaturewith heating
  3. temperatureunder refluxing
  4. customAfter evaporating the solvent under reduced pressure
  5. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate-n-hexane)

출처 및 근거

ORD 기록
ord-4b210d0dc71247a4b16da69c593339fa
출처 데이터셋
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07169761B2

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