Trichloroacetyl chloride → 2,2,2-Trichloro-1-(morpholin-4-yl)ethan-1-one

HRID 1941223Notes

Reaction equation

HRID 1941223 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C([O-])([O-])=O.[K+].[K+].[Cl:13][C:14]([Cl:19])([Cl:18])[C:15](Cl)=[O:16]>CCOC(C)=O>[Cl:13][C:14]([Cl:19])([Cl:18])[C:15]([N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1)=[O:16]

Participants

5

Reactant 3

HCID 6420Trichloroacetyl chlorideHCID 8083MorpholineHCID 11430Potassium Carbonate

Product 1

HCID 2282802,2,2-Trichloro-1-(morpholin-4-yl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

Morpholine (4.0 mL, 45 mmol) is dissolved in EtOAc (50 mL) and saturated K2CO3 (40 mL) added. The mixture is cooled in an ice bath and trichloroacetyl chloride (5.0 mL, 45 mmol) added drop-wise. The reaction is stirred for 20 min then diluted with EtOAc (200 mL) and washed with aq. K2CO3 (20 mL), water (2×50 mL) and brine (30 mL). The organic layer is dried over MgSO4. Rotary evaporation gives trichloroacetylmorpholine.

Workup

  1. temperatureThe mixture is cooled in an ice bath
  2. washwashed with aq. K2CO3 (20 mL), water (2×50 mL) and brine (30 mL)
  3. dry with materialThe organic layer is dried over MgSO4
  4. customRotary evaporation

Sources & evidence

ORD record
ord-5b24642c9cda4212a92327a9f47a5809
Source dataset
uspto-grants-1997_12
Patent number
US05703075

Reaction notes

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