Reaction equation
[ClH:1].[CH3:2][O:3][CH2:4][C:5]#[N:6].[CH3:7][CH2:8][OH:9]>C(OCC)C>[ClH:1].[CH2:8]([O:9][C:5](=[NH:6])[CH2:4][O:3][CH3:2])[CH3:7]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -10 °C
Procedure
Hydrochloric acid gas is bubbled through a solution of methoxyacetonitrile (26 g, 0.37 mol) in EtOH (22 mL) and diethyl ether (118 mL), which is chilled to −10° C. for twenty minutes. The reaction vessel is capped and stirred for 17 hours at ambient temperature. The mixture is cooled to −10° C. The solid that forms is collected by filtration, washed with diethyl ether and air dried to afford 2-methoxy-acetimidic acid ethyl ester hydrochloride (49.3 g, 87%) as a solid.
Workup
- customThe reaction vessel is capped
- temperatureThe mixture is cooled to −10° C
- filtrationThe solid that forms is collected by filtration
- washwashed with diethyl ether and air
- customdried
Sources & evidence
- ORD record
- ord-374557f2bc98456dbbed958ff9f54c3d
- Source dataset
- uspto-grants-2012_06
- Patent number
- US08193183B2
Linked notes
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