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Hydrochloric Acid → 3-{2-[2-Benzyloxy-5-(5-methyl-7-nitroindan-4-yloxy)phenyl]vinyl}furan

HRID 1766652
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HRID 1766652 반응식
[Br-].C([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[C:3]1[O:7][CH:6]=[CH:5][CH:4]=1.[CH3:27][C:28](C)([O-])C.[K+].[CH2:33]([O:40][C:41]1[CH:48]=[CH:47][C:46]([O:49][C:50]2[C:58]([CH3:59])=[CH:57][C:56]([N+:60]([O-:62])=[O:61])=[C:55]3[C:51]=2[CH2:52][CH2:53][CH2:54]3)=[CH:45][C:42]=1C=O)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.Cl>O1CCCC1>[CH2:33]([O:40][C:41]1[CH:48]=[CH:47][C:46]([O:49][C:50]2[C:58]([CH3:59])=[CH:57][C:56]([N+:60]([O-:62])=[O:61])=[C:55]3[C:51]=2[CH2:52][CH2:53][CH2:54]3)=[CH:45][C:42]=1[CH:27]=[CH:28][C:5]1[CH:4]=[CH:3][O:7][CH:6]=1)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 11418806Furfuryltriphenylphosphonium bromideHCID 23031138HCID 23031138, 화합물HCID 23665647Potassium tert-butoxide

생성물 1

HCID 694253463-{2-[2-Benzyloxy-5-(5-methyl-7-nitroindan-4-yloxy)phenyl]vinyl}furan수율 73.5%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

To a suspension of furfuryltriphenylphosphonium bromide (377 mg) in tetrahydrofuran (30 mL) was added potassium tert-butoxide (136 mg) at room temperature, and the mixture was stirred for 15 min. After adding 2-benzyloxy-5-(5-methyl-7-nitroindan-4-yloxy)benzaldehyde (377 mg), the mixture was stirred at room temperature for 6 hours. After adding dropwise diluted hydrochloric acid to make the mixture acidify fully, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate) to give the title compound (306 mg).

후처리

  1. stirringthe mixture was stirred at room temperature for 6 hours
  2. extractionthe reaction mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-3a268b5b5f91487391d9266c57426c06
출처 데이터셋
uspto-grants-2007_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07230031B2

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