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Citric Acid → HCID 66992743, 화합물

HRID 1855671
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HRID 1855671 반응식
C1CCN2C(=NCCC2)CC1.[C:12]([N:31]1[CH:35]=[C:34]([CH:36]=O)[N:33]=[CH:32]1)([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[Br-].[O:39]=[C:40]1[C:48]2[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=2)[C:42](=[O:49])[N:41]1[CH2:50][CH2:51][CH2:52][CH2:53][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>>[C:12]([N:31]1[CH:35]=[C:34]([CH:36]=[CH:53][CH2:52][CH2:51][CH2:50][N:41]2[C:42](=[O:49])[C:43]3[C:48](=[CH:47][CH:46]=[CH:45][CH:44]=3)[C:40]2=[O:39])[N:33]=[CH:32]1)([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 311Citric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 6182331-(triphenylmethyl)-1H-imidazole-4-carbaldehydeHCID 199146224-Phthalimidobutyl triphenylphosphonium bromide

생성물 1

HCID 66992743HCID 66992743, 화합물수율 51%

실험 절차

0.663 ml (4.43 mmol) of DBU and 1.0 g (2.96 mmol) of 1-trityl-1H-imidazole-4-carbaldehyde are added to 2.41 g (4.43 mmol) of [4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)butyl]triphenylphosphonium bromide. The reaction medium is refluxed for 18 hours. The reaction is stopped by adding aqueous 5% citric acid solution and the organic compounds are extracted with CH2Cl2. The organic phase is dried over MgSO4, filtered and concentrated. The residue obtained is chromatographed on silica gel (eluent: heptane/EtOAc (6/4)). 785 mg of 2-[5-(1-trityl-1H-imidazol-4-yl)pent-4-enyl]isoindole-1,3-dione are obtained in a yield of 51%.

후처리

  1. temperatureThe reaction medium is refluxed for 18 hours
  2. extractionthe organic compounds are extracted with CH2Cl2
  3. dry with materialThe organic phase is dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue obtained
  7. customis chromatographed on silica gel (eluent: heptane/EtOAc (6/4))

출처 및 근거

ORD 기록
ord-41d02f3efbb04ea9b882a74e10d31bf3
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08962846B2

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