Sodium Hydroxide → HCID 9855628, compound

HRID 2390880Notes

Reaction equation

HRID 2390880 reaction equation
[CH:1]1([NH:4][C:5]2[CH:15]=[CH:14][C:8]([C:9]([O:11]CC)=[O:10])=[CH:7][CH:6]=2)[CH2:3][CH2:2]1.[OH-].[Na+]>CCO>[CH:1]1([NH:4][C:5]2[CH:15]=[CH:14][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11458388Benzoic acid, 4-(cyclopropylamino)-, ethyl ester

Product 1

HCID 9855628HCID 9855628, compoundYield 57.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of ethyl 4-(cyclopropylamino)-benzoate (0.188 g, 0.916 mmol, CASRN 112033-48-4), 1 M NaOH (1.832 mL, 1.832 mmol) and EtOH (5 mL) was stirred and heated to 80° C. for 2 h. The EtOH was evaporated and the residue diluted with H2O, adjusted to pH ca. 2 and the resulting precipitate filtered, washed with water and air dried to afford 94 mg of 4-(cyclopropylamino)-benzoic acid (336) as a white powder.

Workup

  1. customThe EtOH was evaporated
  2. additionthe residue diluted with H2O
  3. filtrationthe resulting precipitate filtered
  4. washwashed with water and air
  5. customdried

Sources & evidence

ORD record
ord-d7627a052c4549eab4ad78ffc5285dc9
Source dataset
uspto-grants-2012_09
Patent number
US08273773B2

Reaction notes

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