Hydrochloric Acid → HCID 70094755, compound

HRID 1387042Notes

Reaction equation

HRID 1387042 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[O:14][CH2:15][CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1)[C:7]([O:9]C)=[O:8])([O-:3])=[O:2].[ClH:22]>C1(C)C=CC=CC=1.CCO>[ClH:22].[N+:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[O:14][CH2:15][CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1)[C:7]([OH:9])=[O:8])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21182893HCID 21182893, compound

Product 1

HCID 70094755HCID 70094755, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 21863594Toluene ethanolSolvent

Procedure

Methyl 3-nitro-4-[2-(1-pyrrolidinyl)ethoxy]benzoate (5.9 g, 20 mmol) was mixed with 60 mL of 5 N aqueous HCl and refluxed 16 h. It was mixed with toluene/EtOH and concentrated under reduced pressure to dryness. The resulting solid was tritrated with hot EtOAc to afford 5.7 g (18 mmol, 90%) of the benzoic acid hydrochloride.

Workup

  1. temperaturerefluxed 16 h
  2. concentrationconcentrated under reduced pressure to dryness

Sources & evidence

ORD record
ord-06df633b3fe5489cb9f9f650648e372c
Source dataset
uspto-grants-2001_07
Patent number
US06265575B1

Reaction notes

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