Hydrochloric Acid → N-2-ethyl-cyclohexylamino-3,4,5-trimethoxy-benzoate-hydrochloride

HRID 596232Notes

Reaction equation

HRID 596232 reaction equation
[CH:1]1([NH:7][CH:8](O)[CH3:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:20]=[C:21]([O:25][CH3:26])[C:22]=1[O:23][CH3:24])[C:17]([Cl:19])=[O:18].C(OCC)(=[O:29])C>>[ClH:19].[CH3:9][CH2:8][N:7]([C:15]1[C:14]([O:13][CH3:12])=[C:22]([O:23][CH3:24])[C:21]([O:25][CH3:26])=[CH:20][C:16]=1[C:17]([OH:29])=[O:18])[CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 78282Benzoyl chloride, 3,4,5-trimethoxy-HCID 20285879Cyclohexylamino ethanol

Product 1

HCID 88821243N-2-ethyl-cyclohexylamino-3,4,5-trimethoxy-benzoate-hydrochloride

Procedure

2.86 g. of cyclohexylamino-ethanol are dissolved in 50 ml. of anhydrous ethyl acetate, whereupon gaseous hydrochloric acid is introduced until a pH value of 1 is reached. 4.61 g. of 3,4,5-trimethoxy-benzoyl chloride are added and the reaction mixture is refluxed under stirring for 8 hours. After cooling the precipitated crystalline mass is filtered by suction. 6.9 g. of N-2-ethyl-cyclohexylamino-3,4,5-trimethoxy-benzoate-hydrochloride are obtained. Mp.: 206°-208° C.

Workup

  1. temperaturethe reaction mixture is refluxed
  2. temperatureAfter cooling the precipitated crystalline mass
  3. filtrationis filtered by suction

Sources & evidence

ORD record
ord-8d78f5cfb00a4821ac64d30e812cfb66
Source dataset
uspto-grants-1977_03
Patent number
US04010193

Reaction notes

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