Hydrochloric Acid → 2-Nitro-4-pyrrolidin-1-ylmethyl-benzoic acid

HRID 550600Notes

Reaction equation

HRID 550600 reaction equation
C[O:2][C:3](=[O:19])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:6][C:5]=1[N+:16]([O-:18])=[O:17].[OH-].[Na+].Cl.[Cl-].[Na+]>CO>[N+:16]([C:5]1[CH:6]=[C:7]([CH2:10][N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:8]=[CH:9][C:4]=1[C:3]([OH:19])=[O:2])([O-:18])=[O:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 574473262-Nitro-4-pyrrolidin-1-ylmethyl-benzoic acid methyl ester

Product 1

HCID 574473272-Nitro-4-pyrrolidin-1-ylmethyl-benzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-nitro-4-pyrrolidin-1-ylmethyl-benzoic acid methyl ester (1.1 g, 4.16 mmol) in methanol (35 mL) and 2N sodium hydroxide (4.16 mL, 8.32 mmol, 2 eq.) was stirred at room temperature for 7 hours, then neutralized with 2N hydrochloric acid (4.16 mL, 8.32 mmol) and evaporated to dryness affording a mixture of the title compound and sodium chloride that was used as such for the next step.

Workup

  1. customevaporated to dryness
  2. customaffording

Sources & evidence

ORD record
ord-e87798e01e0242b795bcb32a57f9831c
Source dataset
uspto-grants-2011_05
Patent number
US07947686B2

Reaction notes

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