Morpholine → 4-{4-[2-Chloroethoxy]benzoyl}morpholine

HRID 1089707Notes

Reaction equation

HRID 1089707 reaction equation
[Cl:1][CH2:2][CH2:3][O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9](Cl)=[O:10])=[CH:7][CH:6]=1.[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1>C(Cl)Cl>[Cl:1][CH2:2][CH2:3][O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)=[O:10])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 110748714-(2-chloroethoxy)benzoyl Chloride

Product 1

HCID 199157294-{4-[2-Chloroethoxy]benzoyl}morpholine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-(2-Chloroethoxy)benzoyl chloride (5.0 g) was dissolved in dry methylene chloride and stirred while cooling to 0°. Morpholine (4.0 g) was added dropwise and the mixture was stirred at room temperature for 2 days. The resultant colourless solid was filtered off and the liquors allowed to stand from which the title compound crystallised (5.5 g), m.p. 102°-104°.

Workup

  1. temperaturewhile cooling to 0°
  2. stirringthe mixture was stirred at room temperature for 2 days
  3. filtrationwas filtered off
  4. customcrystallised (5.5 g), m.p. 102°-104°

Sources & evidence

ORD record
ord-8e850304df9d4f539f10dfc4c73051f1
Source dataset
uspto-grants-1992_01
Patent number
US05079248

Reaction notes

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