Sodium Hydroxide → HCID 59691639, compound

HRID 898560Notes

Reaction equation

HRID 898560 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][C:14](=[O:31])[NH:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH2:24][N:25]([CH2:28][CH3:29])[CH2:26][CH3:27])=[C:18]([Cl:30])[CH:17]=1)[C:5]([O:7]C)=[O:6].[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][C:14](=[O:31])[NH:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH2:24][N:25]([CH2:28][CH3:29])[CH2:26][CH3:27])=[C:18]([Cl:30])[CH:17]=1)[C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10344596HCID 10344596, compound

Product 1

HCID 59691639HCID 59691639, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1.8 g (3.835 mmol) of methyl 3-chloro-4-{[3-chloro-4-(2-diethylamino -ethoxy)-phenylcarbamoyl]-methoxy}-benzoate (from Example 35) and 2 ml of 2 M aqueous NaOH solution in 20 mL MeOH was refluxed for 1 hour. The reaction solution was evaporated down i. vac., diluted with water and acidified weakly with HCl. After 3 days at RT the solution was evaporated down i. vac. The residue was triturated with cold EtOH and the precipitate was filtered off.

Workup

  1. customThe reaction solution was evaporated down i
  2. addition, diluted with water
  3. customAfter 3 days at RT the solution was evaporated down i
  4. customThe residue was triturated with cold EtOH
  5. filtrationthe precipitate was filtered off

Sources & evidence

ORD record
ord-fefe0014496f4cd5bce74d59076fdcea
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

Loading…