Hydrochloric Acid → HCID 58027116, compound

HRID 909289Notes

Reaction equation

HRID 909289 reaction equation
[F:1][C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][C:11]=1[C:12]([O:14]C)=[O:13].[OH-].[Na+].O.Cl>O1CCCC1.CO.C(OCC)(=O)C>[F:1][C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][C:11]=1[C:12]([OH:14])=[O:13]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 58027130HCID 58027130, compound

Product 1

HCID 58027116HCID 58027116, compoundYield 100%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

Methyl 2-(2,3,4-trifluorophenyl)-5-nitrobenzoate (Reference Compound No. 1-2-(1), 4.37 g, 14.1 mmol) was dissolved in a mixture of tetrahydrofuran (10 mL) and methanol (30 mL), then 1N aqueous NaOH solution (20 mL) was added thereto, and then the reaction mixture was stirred at room temperature overnight. Water (150 mL) and 1N aqueous HCl solution (30 mL) were added to the reaction mixture to acidify, then ethyl acetate (150 mL) was added thereto, and then separated. The organic layer was washed with saturated brine (150 mL), dried over anhydrous magnesium sulfate, and then the solvent was removed under reduced pressure to give the titled reference compound (4.18 g) as a gray solid. (Yield 100%)

Workup

  1. customseparated
  2. washThe organic layer was washed with saturated brine (150 mL)
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-9c23f999ac8f41e68ff3eb68d59fb571
Source dataset
uspto-grants-2011_09
Patent number
US08017775B2

Reaction notes

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