Hydrochloric Acid → Iminoethyl methoxyacetate hydrochloride

HRID 50377

Reaction equation

HRID 50377 reaction equation
[CH3:1][O:2][CH2:3][C:4]#[N:5].C([OH:8])C.[ClH:9].[CH2:10]([O:12][CH2:13]C)C>>[ClH:9].[CH3:10][O:12][CH2:13][C:1]([O:2][CH2:3][CH:4]=[NH:5])=[O:8]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 3283Diethyl EtherHCID 74442Methoxyacetonitrile

Product 1

HCID 57478929Iminoethyl methoxyacetate hydrochloride

Procedure

A solution of 35.5 g (0.50 mol) of methoxyacetonitrile in 29 mL (23 g, 0.50 mol) of ethanol and 30 mL of absolute diethylether was cooled to 0° C. and over 1 hour 22.5 g (0.62 mol) of hydrogen chloride gas was introduced, whilst towards the end of the introduction of gas the reaction product crystallized out. To complete the precipitation 130 mL of diethylether were added and the colorless needles were filtered off. Yield: 66.4 g (86% of theory); melting point: 117° C.-118° C.

Workup

  1. additionwas introduced, whilst towards the end of the introduction of gas the reaction product
  2. customcrystallized out
  3. customthe precipitation 130 mL of diethylether
  4. additionwere added
  5. filtrationthe colorless needles were filtered off

Sources & evidence

ORD record
ord-e4097f5d8b4a439a99ee79dba119e741
Source dataset
uspto-grants-2004_03
Patent number
US06710055B2

Linked notes

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