Oxalyl chloride → 3-Morpholinobenzoyl chloride

HRID 1760961Notes

Reaction equation

HRID 1760961 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[O:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:14]=C([CH:19]=[CH:20][CH:21]=2)C(O)=O)[CH2:9][CH2:8]1>C(Cl)Cl.CN(C=O)C>[O:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:14]=[C:1]([CH:19]=[CH:20][CH:21]=2)[C:2]([Cl:4])=[O:3])[CH2:9][CH2:8]1

Participants

5

Reactant 2

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

Product 1

HCID 220579723-Morpholinobenzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (0.14 ml) was added to a solution of 3-morpholinobenzoic acid (0.28 g) in methylene chloride (10 ml) which contained DMF (2 drops). The reaction mixture was stirred for 18 hours at ambient temperature. The mixture was evaporated and azeotroped with toluene to give 3-morpholinobenzoyl chloride (0.3 g); Mass Spectrum: M+H+ 222.

Workup

  1. customThe mixture was evaporated
  2. customazeotroped with toluene

Sources & evidence

ORD record
ord-c0116f229674470aa1f8d142e3e19876
Source dataset
uspto-grants-2005_01
Patent number
US06846827B1

Reaction notes

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