Potassium Fluoride → 4-Phenyl-6-[(z)-2-(3,4,5-trimethoxyphenyl)vinyl]-1,2-dihydroxybenzene

HRID 218256Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 218256
[C:1]1([C:7]2[CH:12]=[C:11](/[CH:13]=[CH:14]\[C:15]3[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH3:24])=[C:17]([O:25][CH3:26])[CH:16]=3)[C:10]([O:27][Si](C(C)(C)C)(C)C)=[C:9]([O:35][Si](C(C)(C)C)(C)C)[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F-].[K+]>CO.CN(C)C=O.C(O)(=O)C.C(OC)(C)(C)C>[C:1]1([C:7]2[CH:12]=[C:11](/[CH:13]=[CH:14]\[C:15]3[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH3:24])=[C:17]([O:25][CH3:26])[CH:16]=3)[C:10]([OH:27])=[C:9]([OH:35])[CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

6

Edukt 2

HCID 522689Potassium FluorideHCID 601306744-Phenyl-6-[(Z)-2-(3,4,5-trimethoxyphenyl)vinyl]-1,2-di(tert-butyldimethylsilyloxy)benzene

Produkt 1

HCID 99997064-Phenyl-6-[(z)-2-(3,4,5-trimethoxyphenyl)vinyl]-1,2-dihydroxybenzene

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 176Acetic AcidLösungsmittelHCID 15413tert-Butyl methyl etherLösungsmittelHCID 21901440N,N-dimethylformamide methanolLösungsmittel

Versuchsvorschrift

To a solution of 24 (0.05 g, 0.082 mmol) in methanol:dimethylformamide 1:1 (2 mL), acetic acid was added (0.025 mL, 0.41 mmol) followed by potassium fluoride (0.024 mg, 0.41 mmol). The mixture was stirred for 6 hours then diluted with tertbutylmethyl ether (50 mL) and washed with water (10 mL) then brine (50 mL), then dried over sodium sulphate. The solvent was removed under reduced pressure to give a crude which was purified by column (cyclohexane:AcOEt 6:4+1% AcOH) to give 0.097 g of ZSB-80:

Aufarbeitung

  1. washwashed with water (10 mL)
  2. dry with materialbrine (50 mL), then dried over sodium sulphate
  3. customThe solvent was removed under reduced pressure
  4. customto give a crude which
  5. customwas purified by column (cyclohexane:AcOEt 6:4+1% AcOH)
  6. customto give 0.097 g of ZSB-80

Quellen und Nachweise

ORD-Eintrag
ord-6784459a6cf742198cf58dd9d711a4f5
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08198302B2

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