Chloroacetyl chloride → Morpholine, 4-(chloroacetyl)-
Reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[Cl:14][CH2:15][C:16](Cl)=[O:17]>O1CCCC1>[Cl:14][CH2:15][C:16]([N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1)=[O:17]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a solution of morpholine (3.6 mL, 41 mmol) and triethylamine (5.2 g, 51 mmol) in tetrahydrofuran (100 mL) was added chloroacetyl chloride (3.0 mL, 38 mmol) at 0° C., and the mixture was stirred at 0° C. for 20 minutes. The reaction solution was concentrated and ethyl acetate was added thereto. The resulting mixture was washed with water and saturated brine and dried over magnesium sulfate. The solid was filtered off, and the filtrate was concentrated to obtain the title compound (4.0 g, yield 64%) as an oily matter.
Workup
- concentrationThe reaction solution was concentrated
- additionethyl acetate was added
- washThe resulting mixture was washed with water and saturated brine
- dry with materialdried over magnesium sulfate
- filtrationThe solid was filtered off
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-d806b67a51e6471dbf756d163e1138d4
- Source dataset
- uspto-grants-2010_09
- Patent number
- US07795267B2
Reaction notes
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