Potassium Carbonate → HCID 57862084, Verbindung

HRID 1767186

Reaktionsgleichung

Reaktionsgleichung von HRID 1767186
Br[C:2]1[CH2:6][CH2:5][CH2:4][C:3]=1[Br:7].[CH2:8]([O:10][C:11]([C:13]1[CH:14]=[C:15](B(O)O)[CH:16]=[CH:17][CH:18]=1)=[O:12])[CH3:9].C(=O)([O-])[O-].[K+].[K+]>C(COC)OC>[CH2:8]([O:10][C:11](=[O:12])[C:13]1[CH:14]=[CH:15][CH:16]=[C:17]([C:2]2[CH2:6][CH2:5][CH2:4][C:3]=2[Br:7])[CH:18]=1)[CH3:9]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 3249312(3-Ethoxycarbonylphenyl)boronic acidHCID 44385281,2-Dibromocyclopentene

Produkt 1

HCID 57862084HCID 57862084, VerbindungAusbeute 30 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

1,2-Dibromocyclopentene (Ex Aldrich, 27,732-0) (5 g, 0.0221 mol), (3-ethoxycarbonylphenyl) boronic acid (Ex Combiblocks inc. BB-2117-005) (4.26 g, 0.0221 mol), Pd(0)[PPh3]4 (0.5 g) and potassium carbonate (5 g) were stirred at 80° C. under nitrogen for 18 h in dimethoxyethane (30 mL). The reaction mixture was then filtered through Kieselguhr and evaporated down to an oil. Purification was carried out on a Biotage (90 g column) using isohexane containing a gradient of dichloromethane (0–30%) to give the required product (wt: 1.15 g i.e. 30% yield)

Aufarbeitung

  1. filtrationThe reaction mixture was then filtered through Kieselguhr
  2. customevaporated down to an oil
  3. customPurification

Quellen und Nachweise

ORD-Eintrag
ord-121144cb083d477ca2c48dc5681d7dd0
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07232821B2

Verknüpfte Notizen

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