Potassium Carbonate → HCID 71113254, Verbindung

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Reaktionsgleichung

[OH:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][CH2:20][CH2:21][CH:22]1[O:26][CH2:25][CH2:24][O:23]1>CN(C=O)C.C(OCC)(=O)C>[OH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([O:9][CH2:19][CH2:20][CH2:21][CH:22]2[O:26][CH2:25][CH2:24][O:23]2)=[O:8])=[CH:10][CH:11]=1

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

To a stirred solution of 4-hydroxymethylbenzoic acid (3.33 g, 21.9 mmol) in DMF (100 mL), was added potassium carbonate (5.67 g, 41.04 mmol) followed by 2-(3-bromopropyl)-1,3-dioxolane (3.0 g, 19.9 mmol). The resulting mixture was heated at 80° C. for 16 hours. The reaction mixture was diluted with ethyl acetate and washed sequentially with water and twice with brine. The organic phase was dried with anhydrous magnesium sulfate, and filtered, and the filtrate evaporated at reduced pressure. The crude material was purified by silica gel chromatography eluting with 100% iso-hexane to 100% ethyl acetate in iso-hexane to afford the title compound as a colourless oil (2.55 g, 48%).

Aufarbeitung

washwashed sequentially with water and twice with brine
dry with materialThe organic phase was dried with anhydrous magnesium sulfate
filtrationfiltered
customthe filtrate evaporated at reduced pressure
customThe crude material was purified by silica gel chromatography
washeluting with 100% iso-hexane to 100% ethyl acetate in iso-hexane

Quellen und Nachweise

ORD-Eintrag: ord-0f406d5fed30480a8d965ce4291dda68
Quelldatensatz: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08877774B2

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