Oxalyl chloride → 3-Morpholinobenzoyl chloride

HRID 1597686Notes

Reaction equation

HRID 1597686 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10](O)=[O:11])[CH2:3][CH2:2]1.C(Cl)(=O)C([Cl:19])=O>O1CCOCC1>[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10]([Cl:19])=[O:11])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 27955493-(Morpholin-4-yl)benzoic acid

Product 1

HCID 220579723-Morpholinobenzoyl chlorideYield 81.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The above reagents, including 25 g of 3-morpholinobenzoic acid and 15.2 g of oxalyl chloride, were mixed in dioxane at 0° C. under argon gas. The reaction proceeded for about 2 hours, one hour at 0° C. and one hour at room temperature. The solvent was then removed under reduced pressure to yield 22.1 g of 3-morpholinobenzoyl chloride, which was used without further purification.

Workup

  1. customThe solvent was then removed under reduced pressure

Sources & evidence

ORD record
ord-b0b5b686849d44fe90882aff16011cca
Source dataset
uspto-grants-2001_09
Patent number
US06294698B1

Reaction notes

Loading…