Hydrochloric Acid → 7-Ethoxycarbonimidoylheptanoic acid ethyl ester

HRID 1616554Notes

Reaction equation

HRID 1616554 reaction equation
Cl.[CH2:2]([O:4][C:5](=[O:14])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]#[N:13])[CH3:3].[CH2:15]([OH:17])[CH3:16]>C(OCC)C>[CH2:2]([O:4][C:5](=[O:14])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:17][CH2:15][CH3:16])=[NH:13])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 862083227-Cyanoheptanoic acid ethyl ester

Product 1

HCID 860347247-Ethoxycarbonimidoylheptanoic acid ethyl esterYield 117.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Bubble hydrogen chloride gas into a solution of 7-cyanoheptanoic acid ethyl ester (3.7 g, 20.0 mmol) in ethanol (24 mL, 40 mmol) and diethyl ether (100 mL) at 0° C. for 15 minutes. Remove the solvent under reduced pressure to provide 7-ethoxycarbonimidoylheptanoic acid ethyl ester (5.4 g, >99%), which is used without further purification.

Workup

  1. customRemove the solvent under reduced pressure

Sources & evidence

ORD record
ord-995482e9b2a445b4bd79e9661c7f5012
Source dataset
uspto-grants-2014_07
Patent number
US08765796B2

Reaction notes

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