Oxalyl chloride → 3-Morpholinobenzoyl chloride

HRID 967866Notes

Reaction equation

HRID 967866 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 M+H 222.

Workup

  1. customThe mixture was evaporated
  2. customazeotroped with toluene

Sources & evidence

ORD record
ord-5e02ade00c204f609630fe6d0e5dcf6c
Source dataset
uspto-grants-2005_10
Patent number
US06956037B2

Reaction notes

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