Hydrochloric Acid → HCID 69147915, compound

HRID 1167318Notes

Reaction equation

HRID 1167318 reaction equation
Cl.[C:2]([C:4]1[CH:5]=[C:6]([CH:12]=[C:13]([CH2:15][O:16][CH3:17])[CH:14]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])#[N:3].[CH2:18]([OH:20])[CH3:19]>>[CH2:18]([O:20][C:2]([C:4]1[CH:5]=[C:6]([CH:12]=[C:13]([CH2:15][O:16][CH3:17])[CH:14]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[NH:3])[CH3:19]

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 702EthanolHCID 22996220HCID 22996220, compound

Product 1

HCID 69147915HCID 69147915, compoundYield 49%

Procedure

Hydrogen chloride gas was passed through a solution of ethyl 3-cyano-5-methoxymethyl-benzoate (300 mg, 1.368 mmol) in anhydrous ethanol (15 mL) at 0° C. After 3 h, hydrogen chloride gas was stopped and the reaction vessel was sealed with a septum. After stirring at room temperature overnight, the reaction vessel was cooled to 0° C. and the septum was removed. The solvent was evaporated in vacuo and the residue was triturated in diethyl ether to afford ethyl 3-ethoxycarbonimidoyl-5-methoxymethyl-benzoate (200 mg, 49%).

Workup

  1. customthe reaction vessel was sealed with a septum
  2. temperaturethe reaction vessel was cooled to 0° C.
  3. customthe septum was removed
  4. customThe solvent was evaporated in vacuo
  5. customthe residue was triturated in diethyl ether

Sources & evidence

ORD record
ord-013c550ecfa746399fbd5b6a52e23976
Source dataset
uspto-grants-2003_09
Patent number
US06617346B1

Reaction notes

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