Oxalyl chloride → 3-Morpholinobenzoyl chloride

HRID 2302251Notes

Reaction equation

HRID 2302251 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-de1b5ea8f07d4740b8be2bada7ab6b96
Source dataset
uspto-grants-2002_08
Patent number
US06432949B1

Reaction notes

Loading…