Sodium Hydroxide → Sodium 4-(2-(cyclopropylmethylamino)-2-oxoethyl)benzoate

HRID 1807799Notes

Reaction equation

HRID 1807799 reaction equation
[CH:1]1([CH2:4][NH:5][C:6](=[O:18])[CH2:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[CH:10][CH:9]=2)[CH2:3][CH2:2]1.[OH-].[Na+:20]>CO>[CH:1]1([CH2:4][NH:5][C:6](=[O:18])[CH2:7][C:8]2[CH:9]=[CH:10][C:11]([C:12]([O-:14])=[O:13])=[CH:16][CH:17]=2)[CH2:3][CH2:2]1.[Na+:20]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 67059647Methyl 4-(2-(cyclopropylmethylamino)-2-oxoethyl)benzoate

Product 1

HCID 67059690Sodium 4-(2-(cyclopropylmethylamino)-2-oxoethyl)benzoateYield 126.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
65 °C

Procedure

Methyl 4-(2-(cyclopropylmethylamino)-2-oxoethyl)benzoate (5.26 mmol, 1.3 g), and sodium hydroxide (5.26 mmol, 0.210 g) were combined in methanol (15 mL) and the reaction mixture was stirred and refluxed at 65° C. After 4 hours, an additional equivalent of sodium hydroxide (5.26 mmol, 0.210 g) was added and reaction mixture stirred and refluxed at 65° C. overnight. The reaction mixture was concentrated under vacuum to afford the title compound (1.7 g). MS (ESI) m/z 234.0 [M+H]+

Workup

  1. customreaction mixture
  2. stirringstirred
  3. temperaturerefluxed at 65° C. overnight
  4. concentrationThe reaction mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-1e7f1e98fae04004bb951cb0ac9c7971
Source dataset
uspto-grants-2013_01
Patent number
US08357679B2

Reaction notes

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