Acetyl chloride → HCID 131735962, compound

HRID 2207937Notes

Reaction equation

HRID 2207937 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])=[CH:8][C:7]=1[F:19]>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])=[C:7]([F:19])[CH:8]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 131735961HCID 131735961, compound

Product 1

HCID 131735962HCID 131735962, compoundYield 32.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Acetyl chloride (2.9 mL, 41.0 mmol) was slowly added at 0° C. to methanol (15.0 mL) under stirring. A solution of 4-(4-bromo-3-fluoro-phenyl)-2-oxo-3-butenoic acid (3.2 g, 11.7 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 1.1 g of the titled compound as a pale 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-70375fd8674b4306a435c48158a49847
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

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