Oxalyl chloride → Hexahydro-2,5-methano-pentalene-3a-carbonyl chloride

HRID 255050

Reaktionsgleichung

Reaktionsgleichung von HRID 255050
[CH2:1]1[CH:8]2[C:4]3([C:10]([OH:12])=O)[CH2:5][CH:6]([CH2:9][CH:2]1[CH2:3]3)[CH2:7]2.C(Cl)(=O)C([Cl:16])=O>ClCCl>[CH2:1]1[CH:8]2[C:4]3([C:10]([Cl:16])=[O:12])[CH2:5][CH:6]([CH2:9][CH:2]1[CH2:3]3)[CH2:7]2

Komponenten

4

Edukt 2

HCID 65578Oxalyl chlorideHCID 2733865Hexahydro-2,5-methanopentalene-3a(1H)-carboxylic acid

Produkt 1

HCID 13182402Hexahydro-2,5-methano-pentalene-3a-carbonyl chlorideAusbeute 99,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of commercially available hexahydro-2,5-methano-pentalene-3a-carboxylic acid (10 g, 0.06 mol) in dichloromethane (200 mL) was added oxalyl chloride (8.7 g, 0.066 mol). The mixture was stirred overnight and then concentrated under reduced pressure to afford the title compound as a colorless oil (11 g, 99%). MS (DCI/NH3) m/z 184 (M+H)+.

Aufarbeitung

  1. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-82faefc782d147d88966d283fa9acab9
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07875639B2

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