Morpholine → 2-Bromo-1-(morpholin-4-yl)ethan-1-one
Reaction equation
[Br:1][CH2:2][C:3](Br)=[O:4].[NH:6]1[CH2:11][CH2:10][O:9][CH2:8][CH2:7]1>ClCCl>[Br:1][CH2:2][C:3]([N:6]1[CH2:11][CH2:10][O:9][CH2:8][CH2:7]1)=[O:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -25 °C
Procedure
A solution of bromoacetyl bromide (3.0 mL, 0.034 mol) in dichloromethane (240 mL) was cooled to −25° C. A solution of morpholine (9.0 mL, 0.10 mol) in dichloromethane (20 mL) was slowly added over a period of one hour. After the addition was complete, the reaction was stirred at −25° C. for 15 minutes and allowed to warm to ambient temperature. Dichloromethane was added, and the resulting solution was washed with water, 1N aqueous hydrogen chloride, and brine; dried over magnesium sulfate; filtered; and concentrated under reduced pressure to provide 4-(2-bromoacetyl)morpholine as a colorless oil.
Workup
- additionAfter the addition
- temperatureto warm to ambient temperature
- washthe resulting solution was washed with water, 1N aqueous hydrogen chloride, and brine
- dry with materialdried over magnesium sulfate
- filtrationfiltered
- concentrationand concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-66e98a248e9e43a880b1cca546b1c8c2
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09365567B2
Reaction notes
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