Oxalyl chloride → Oxo-(2-phenyl-5,6,7,8-tetrahydro-indolizin-3-yl)-acetyl chloride

HRID 37828Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 37828
[C:1]([Cl:6])(=[O:5])[C:2](Cl)=[O:3].[C:7]1([C:13]2[CH:14]=[C:15]3[N:20]([CH:21]=2)[CH2:19][CH2:18][CH2:17][CH2:16]3)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C1(C)C=CC=CC=1.C1COCC1>[O:3]=[C:2]([C:21]1[N:20]2[C:15]([CH2:16][CH2:17][CH2:18][CH2:19]2)=[CH:14][C:13]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:1]([Cl:6])=[O:5]

Komponenten

5

Edukt 2

HCID 65578Oxalyl chlorideHCID 150316492-Phenyl-5,6,7,8-tetrahydroindolizine

Produkt 1

HCID 86649692Oxo-(2-phenyl-5,6,7,8-tetrahydro-indolizin-3-yl)-acetyl chlorideAusbeute 91,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Oxalyl chloride (17.2 mL, 0.19 mol) was added to an ice-cold solution of 2-phenyl-5,6,7,8-tetrahydro-indolizine (32 g, 0.16 mol) in a mixture of toluene (20 mL) and THF (30 mL). The reaction mixture was allowed to warm to room temperature and stirred for 30 min. then concentrated under vacuum. The residue was triturated with petrol (5×300 mL) to afford oxo-(2-phenyl-5,6,7,8-tetrahydro-indolizin-3-yl)-acetyl chloride (42 g, 89%) as a dark yellow solid.

Aufarbeitung

  1. concentrationthen concentrated under vacuum
  2. customThe residue was triturated with petrol (5×300 mL)

Quellen und Nachweise

ORD-Eintrag
ord-07ea9e649745445f9fdc5bfad9c4e80f
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524705B2

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