Hydrochloric Acid → Iminoethyl methoxyacetate hydrochloride

HRID 2288514Notes

Reaction equation

HRID 2288514 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 crystallised out. To complete the precipitation 130 ml of diethylether were added and the colourless needles were filtered off. Yield: 66.4 g (86% of theory), Melting point: 117-118° C.

Workup

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

Sources & evidence

ORD record
ord-0532c681d316493db9931eedfa3ee4ac
Source dataset
uspto-grants-2000_07
Patent number
US06087380

Reaction notes

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