Ethyl Acetate → 5-[4-(2-Azepan-1-yl-ethoxy)-phenyl]-5-methyl-5,11-dihydro-chromeno[4,3-c]chromene-2,8-diol

HRID 2214299Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2214299
C([Si](C)(C)[O:6][C:7]1[CH:8]=[CH:9][C:10]2[C:11]3[C:24]([C:26]4[CH:41]=[CH:40][C:29]([O:30][CH2:31][CH2:32][N:33]5[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]5)=[CH:28][CH:27]=4)([CH3:25])[O:23][C:22]4[CH:21]=[C:20]([O:42][Si](C(C)(C)C)(C)C)[CH:19]=[CH:18][C:17]=4[C:12]=3[CH2:13][O:14][C:15]=2[CH:16]=1)(C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[NH4+].[Cl-].C(OCC)(=O)C>C1COCC1>[N:33]1([CH2:32][CH2:31][O:30][C:29]2[CH:28]=[CH:27][C:26]([C:24]3([CH3:25])[C:11]4[C:10]5[CH:9]=[CH:8][C:7]([OH:6])=[CH:16][C:15]=5[O:14][CH2:13][C:12]=4[C:17]4[CH:18]=[CH:19][C:20]([OH:42])=[CH:21][C:22]=4[O:23]3)=[CH:41][CH:40]=2)[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1

Komponenten

6

Edukt 4

HCID 8857Ethyl AcetateHCID 25517Ammonium ChlorideHCID 2724141Tetrabutylammonium FluorideHCID 219592481-(2-{4-[2,8-Bis-(tert-butyl-dimethyl-silyloxy)-5-methyl-5,11-dihydro-chromeno[4,3-c]chromen-5-yl]-phenoxy}-ethyl)-azepane

Produkt 1

HCID 219592555-[4-(2-Azepan-1-yl-ethoxy)-phenyl]-5-methyl-5,11-dihydro-chromeno[4,3-c]chromene-2,8-diol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 1-(2-{4-[2,8-bis-(tert-butyl-dimethyl-silyloxy)-5-methyl-5,11-dihydro-chromeno[4,3-c]chromen-5-yl]-phenoxy}-ethyl)-azepane (77.5 mg, 0.11 mmol) in THF (7 mL) was added tetrabutylammonium fluoride (1M in THF, 213 μL, 0.21 mmol). The mixture was stirred at room temperature for 40 min. Saturated NH4Cl was then added followed by addition of ethyl acetate. The resulting layers were separated, organic layer was washed with brine, and dried over MgSO4. The remaining solvent was evaporated and the residue dried under vacuum for 2 h at room temperature to yield the title compound, which was carried on to the next step without further purification.

Aufarbeitung

  1. customThe resulting layers were separated
  2. washorganic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. customThe remaining solvent was evaporated
  5. customthe residue dried under vacuum for 2 h at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-fecd757a7e2949669e3879b722d827e3
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07105679B2

Notizen zur Reaktion

Wird geladen…