Hydrochloric Acid → Ethyl 2-hydroxypropanimidoate hydrochloride

HRID 586204

Reaction equation

HRID 586204 reaction equation
[C:1](#[N:5])[CH:2]([CH3:4])[OH:3].[ClH:6].[CH2:7]([O:9]CC)[CH3:8]>C(O)C>[ClH:6].[CH2:7]([O:9][C:1](=[NH:5])[CH:2]([OH:3])[CH3:4])[CH3:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 6572Lactonitrile

Product 1

HCID 86591879Ethyl 2-hydroxypropanimidoate hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of lactonitrile (378 g, 5.32 mol) in ethyl ether (1.46 L) and ethanol (0.34 L) was saturated with hydrogen chloride gas at 0-5° C. for 0.5 h and kept at 5° C. for 60 h. The resulting precipitate was filtered off and washed twice with ethyl ether to give the title compound of Preparation Twelve, Step A as a solid, 815 g (99%). mp: 165-168° C.; 1H NMR (CD3OD, 250 MHz) δ 1.45-1.53 (c, 6H), 4.40-4.61 (c, 3H).

Workup

  1. filtrationThe resulting precipitate was filtered off
  2. washwashed twice with ethyl ether
  3. customto give

Sources & evidence

ORD record
ord-cfe905b7dcdf4141ae31358d000bafd6
Source dataset
uspto-grants-2005_08
Patent number
US06936600B2

Linked notes

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