Toluene → (3R)-oxolan-3-yl carbonochloridate

HRID 2079310Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2079310
[O:1]1[CH2:5][CH2:4][C@@H:3]([OH:6])[CH2:2]1.[C:7](Cl)([Cl:9])=[O:8].C1(C)C=CC=CC=1>C(Cl)Cl>[Cl:9][C:7]([O:6][C@@H:3]1[CH2:4][CH2:5][O:1][CH2:2]1)=[O:8]

Komponenten

5

Edukt 3

HCID 1140TolueneHCID 6371PhosgeneHCID 641512(-)-3-Hydroxytetrahydrofuran

Produkt 1

HCID 58089797(3R)-oxolan-3-yl carbonochloridateAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A stirred solution of (R)-tetrahydrofuran-3-ol (7.9 g, 90 mmol) in anhydrous CH2Cl2 (50 mL) under an N2 atmosphere was cooled in an ice bath, and a 20% solution of phosgene in toluene (134 mL, 270 mmol) was slowly added. The reaction was allowed to warm to room temperature overnight, and the solvent was removed under vacuum to afford (R)-tetrahydrofuran-3-yl chloroformate (12.1 g, 85%) as a clear liquid.

Aufarbeitung

  1. customthe solvent was removed under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-6f1d1aad33cd42699bfe53e812217d0d
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07928107B2

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