Thionyl Chloride → 4-Morpholin-4-ylmethyl-benzoyl chloride

HRID 488542Notes

Reaction equation

HRID 488542 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:16])=O)=[CH:10][CH:9]=2)[CH2:3][CH2:2]1.O=S(Cl)[Cl:19]>C(Cl)Cl>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]([Cl:19])=[O:16])=[CH:10][CH:9]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 7035074-(morpholinomethyl)benzoic acid

Product 1

HCID 137489614-Morpholin-4-ylmethyl-benzoyl chlorideYield 105%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.33 g of α-morpholinoparatoluic acid are placed in 30 mL of CH2Cl2 and 3.76 g of SOCl2 are added. The not very homogenous solution is taken to reflux for 48 hours The white precipitate obtained is filtered, washed with CH2Cl2 and dried. 2.65 g of product is obtained (Yield=70%).

Workup

  1. temperatureto reflux for 48 hours The white precipitate
  2. customobtained
  3. filtrationis filtered
  4. washwashed with CH2Cl2
  5. customdried

Sources & evidence

ORD record
ord-0b598504e58e4679bead3b9058aa0db7
Source dataset
uspto-grants-2005_12
Patent number
US06972343B1

Reaction notes

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