Oxalyl chloride → HCID 86621147, compound

HRID 450028Notes

Reaction equation

HRID 450028 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:7]=[C:8]2[N:13]([CH:14]=1)[CH:12]=[CH:11][CH:10]=[CH:9]2.[C:15](Cl)(=[O:19])[C:16]([Cl:18])=[O:17]>C1COCC1>[O:19]=[C:15]([C:14]1[N:13]2[C:8]([CH:9]=[CH:10][CH:11]=[CH:12]2)=[CH:7][C:6]=1[C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)[C:16]([Cl:18])=[O:17]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 8530432-(thiophen-2-yl)indolizine

Product 1

HCID 86621147HCID 86621147, compoundYield 41.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To an ice-cold solution of 2-thiophen-2-yl-indolizine (0.5 g, 2.51 mmol) in THF (8 ml) was added oxalyl chloride (0.3 ml, 3.48 mmol). The reaction mixture was stirred at room temperature for 30 min. The solvent was evaporated under vacuum. The crude product was recrystallized from dichloromethane-hexane to give oxo-(2-thiophen-2-yl-indolizin-3-yl)-acetyl chloride (0.3 g, 41%).

Workup

  1. customThe solvent was evaporated under vacuum
  2. customThe crude product was recrystallized from dichloromethane-hexane

Sources & evidence

ORD record
ord-9b40d8e8cbf541d5b5b5a4a43c84107b
Source dataset
uspto-grants-2013_07
Patent number
US08486962B2

Reaction notes

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