Chloroacetyl chloride → Morpholine, 4-(chloroacetyl)-

HRID 1376125Notes

Reaction equation

HRID 1376125 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C([O-])([O-])=O.[K+].[K+].[Cl:13][CH2:14][C:15](Cl)=[O:16]>ClCCl>[Cl:13][CH2:14][C:15]([N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1)=[O:16]

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 8083MorpholineHCID 11430Potassium Carbonate

Product 1

HCID 74040Morpholine, 4-(chloroacetyl)-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Utilize a Quest 205 Parallel Synthesizer and to a mixture of morpholine (2.6 g, 30 mmol), dichloromethane (45 mL) and 2M K2CO3 slowly add chloroacetylchloride (3.73 g, 33 mmol) in dichloromethane (10 mL). Agitate the reaction overnight and filter off the organic layer. Extract the aqueous with dichloromethane (20 mL) and add it to the previously collected organic layer. Dry the organic phase (MgSO4) and concentrate under vacuum to obtain the title compound.

Workup

  1. customthe reaction overnight
  2. filtrationfilter off the organic layer
  3. extractionExtract the aqueous with dichloromethane (20 mL)
  4. additionadd it to the previously collected organic layer
  5. dry with materialDry the organic phase (MgSO4)
  6. concentrationconcentrate under vacuum

Sources & evidence

ORD record
ord-dba18f3598a94483b55ec14443e9168d
Source dataset
uspto-grants-2007_01
Patent number
US07169925B2

Reaction notes

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