1-Bromo-3-chloropropane → 4-(3-Chloropropyl)morpholine

HRID 56163Notes

Reaction equation

HRID 56163 reaction equation
Br[CH2:2][CH2:3][CH2:4][Cl:5].C([O-])([O-])=O.[K+].[K+].[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>CCOC(C)=O>[Cl:5][CH2:4][CH2:3][CH2:2][N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 8083MorpholineHCID 11430Potassium Carbonate

Product 1

HCID 958344-(3-Chloropropyl)morpholine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a suspension of 1-bromo-3-chloropropane (0.79 g, 5.00 mmol) and K2CO3 (1.38 g, 10.00 mmol) in EtOAc (20 mL) was added a solution of morpholine (0.44 g, 5.05 mmol) in EtOAc (20 mL) dropwise at rt under N2. The mixture was stirred at rt overnight, then filtered and concentrated in vacuo to give the crude product for the next step without further purification.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3afd51f6a78c46eb98ea7519a84a0ca5
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Reaction notes

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