Acetyl chloride → 2-Acetylamino-4-fluoro-benzoic Acid Ethyl Ester

HRID 503165Notes

Reaction equation

HRID 503165 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:6]=1[NH2:12])[CH3:2].[C:14](Cl)(=[O:16])[CH3:15]>N1C=CC=CC=1.O>[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:6]=1[NH:12][C:14](=[O:16])[CH3:15])[CH3:2]

Participants

5

Reactant 2

HCID 6367Acetyl chlorideHCID 14233600Ethyl 2-Amino-4-fluorobenzoate

Product 1

HCID 684205572-Acetylamino-4-fluoro-benzoic Acid Ethyl Ester

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

A total of 3.84 g of 2-amino-4-fluoro-benzoic acid ethyl ester obtained in Production Example II-7-a was dissolved in 50 ml of pyridine, 1.64 ml of acetyl chloride was added under ice-cooling, and the mixture was stirred for 1 hours. The reaction mixture was diluted with water and was extracted with diethyl ether. The resulting organic layer was washed with 1 N hydrochloric acid and brine, dried over magnesium sulfate, and then evaporated, to give 4.0 g of the title compound.

Workup

  1. temperaturecooling
  2. extractionwas extracted with diethyl ether
  3. washThe resulting organic layer was washed with 1 N hydrochloric acid and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-405ac6405e6d4e01815e52b0f9b20afd
Source dataset
uspto-grants-2010_08
Patent number
US07776890B2

Reaction notes

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