Acetyl chloride → HCID 131735959, compound

HRID 2207927Notes

Reaction equation

HRID 2207927 reaction equation
[C:1](Cl)(=O)C.[Br:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14](=[O:18])[C:15]([OH:17])=[O:16])=[C:8]([F:19])[CH:7]=1>CO>[CH3:1][O:16][C:15](=[O:17])[C:14](=[O:18])[CH:13]=[CH:12][C:9]1[CH:10]=[CH:11][C:6]([Br:5])=[CH:7][C:8]=1[F:19]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 131735958HCID 131735958, compound

Product 1

HCID 131735959HCID 131735959, compoundYield 81.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Acetyl chloride (4.8 mL, 68.5 mmol) was slowly added at 0° C. to methanol (28.0 mL) under stirring. A solution of 4-(4-bromo-2-fluoro-phenyl)-2-oxo-3-butenoic acid (5.5 g, 20.1 mmol) prepared in Step 1 in methanol (5.0 mL) was added to the reaction mixture at room temperature. The reaction mixture was stirred at room temperature for 1 hour, additionally at 80° C. for 16 hours, and then filtered at room temperature to give 4.7 g of the titled compound as a yellow solid.

Workup

  1. stirringThe reaction mixture was stirred at room temperature for 1 hour, additionally at 80° C. for 16 hours
  2. filtrationfiltered at room temperature

Sources & evidence

ORD record
ord-3c59c826d6404bc4ae4a3c7d1bd569f1
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

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