Hydrochloric Acid → 480451-91-0

HRID 626610Notes

Reaction equation

HRID 626610 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:15])[C:10]([O:12]CC)=[O:11])=[CH:4][C:3]=1[F:16].[OH-].[Na+].CCO.Cl>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:15])[C:10]([OH:12])=[O:11])=[CH:4][C:3]=1[F:16]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 57523348Ethyl 2-(4-chloro-3-fluorophenylamino)-2-oxoacetate

Product 1

HCID 22934746480451-91-0

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 2-(4-chloro-3-fluorophenylamino)-2-oxoacetate (4.18 g, 0.017 mol) to a solution of NaOH (1.361 g, 0.0340 mol) in mixture 50 ml EtOH and 50 ml water was added and the resulting mixture was stirred at RT for 6 h. The mixture was acidified with 2N HCl to pH 4-5 at 0° C. The precipitate was filtered, washed with water and dried on the air to afford 2-(4-chloro-3-fluorophenylamino)-2-oxoacetic acid (3′) (2 g, 55.2%) as a white solid. LC-MS (APCI+) m/z: calcd for C8H5ClFNO3: 216.99. found: 217 (M+H+).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with water
  3. customdried on the air

Sources & evidence

ORD record
ord-d62b37fbabb94ecd94e6daf23d99eef6
Source dataset
uspto-grants-2016_04
Patent number
US09309237B2

Reaction notes

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