Oxalyl chloride → 3-Morpholinobenzoyl chloride

HRID 1357697Notes

Reaction equation

HRID 1357697 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)C=O>[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 N,N-dimethylformamide (2 drops). The reaction mixture was stirred for 18 hours at ambient temperature. The mixture was evaporated and azeotroped with toluene to yield 3-morpholinobenzoyl chloride (0.3 g); M/z M+H+ 222.

Workup

  1. customThe mixture was evaporated
  2. customazeotroped with toluene

Sources & evidence

ORD record
ord-2251e0aa04d6458e8f6e2dcbba810c83
Source dataset
uspto-grants-2003_07
Patent number
US06593333B1

Reaction notes

Loading…