Hydrochloric Acid → HCID 23123837, compound

HRID 2411117Notes

Reaction equation

HRID 2411117 reaction equation
C(O)C.[CH3:4][N:5]([C:14]1[CH:15]=[C:16]([CH:22]=[CH:23][CH:24]=1)[C:17]([O:19]CC)=[O:18])[C:6]([O:8][CH2:9][C:10]([Cl:13])([Cl:12])[Cl:11])=[O:7].[OH-].[Na+].Cl>C(OCC)(=O)C>[CH3:4][N:5]([C:14]1[CH:15]=[C:16]([CH:22]=[CH:23][CH:24]=1)[C:17]([OH:19])=[O:18])[C:6]([O:8][CH2:9][C:10]([Cl:11])([Cl:13])[Cl:12])=[O:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 23123890HCID 23123890, compound

Product 1

HCID 23123837HCID 23123837, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 5 ml of ethanol were added 0.5 g of ethyl 3-[N-methyl-N-(2,2,2-trichloroethoxycarbonyl)amino]benzoate and a 1N sodium hydroxide aqueous solution, and the resultant mixture was stirred at room temperature for 1.5 hours. After the reaction solution was controlled to pH 3 by dropwise adding 1N hydrochloric acid, ethyl acetate was added to the reaction solution, and an organic layer was separated. The organic layer was washed with water twice and washed with a saturated saline solution once, and then dried with anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 0.45 g (yield 98%) of the title compound as a solid.

Workup

  1. additionwas added to the reaction solution
  2. customan organic layer was separated
  3. washThe organic layer was washed with water twice
  4. washwashed with a saturated saline solution once
  5. dry with materialdried with anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-f216d78ffe044f50975590f00cc48226
Source dataset
uspto-grants-2014_08
Patent number
US08816128B2

Reaction notes

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