Acetyl chloride → HCID 131735953, compound

HRID 2207945Notes

Reaction equation

HRID 2207945 reaction equation
[C:1](Cl)(=O)C.[Br:5][C:6]1[S:10][C:9]([CH:11]=[CH:12][C:13](=[O:17])[C:14]([OH:16])=[O:15])=[CH:8][CH:7]=1>CO>[CH3:1][O:15][C:14](=[O:16])[C:13](=[O:17])[CH:12]=[CH:11][C:9]1[S:10][C:6]([Br:5])=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 131735952HCID 131735952, compound

Product 1

HCID 131735953HCID 131735953, compoundYield 89.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Acetyl chloride (23.0 mL, 325.6 mmol) was slowly added at 0° C. to methanol (100.0 mL) under stirring. A solution of 4-(5-bromo-thiophen-2-yl)-2-oxo-3-butenoic acid (25.0 g, 95.8 mmol) prepared in Step 1 in methanol (25.0 mL) was added at 0° C. to the reaction mixture. The reaction mixture was stirred at room temperature for 1 hour, additionally at 80° C. for 3 hours, and then filtered at room temperature to give 23.6 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 3 hours
  2. filtrationfiltered at room temperature

Sources & evidence

ORD record
ord-1f86680f9a0a43fb9e4d73afe402a16e
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

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