Acetyl chloride → HCID 131735957, compound

HRID 2207925Notes

Reaction equation

HRID 2207925 reaction equation
[C:1](Cl)(=O)C.[CH2:5]([O:7][C:8]1[CH:9]=[C:10]([C:14]2[CH:19]=[CH:18][C:17]([CH:20]=[CH:21][C:22](=[O:26])[C:23]([OH:25])=[O:24])=[CH:16][CH:15]=2)[CH:11]=[CH:12][CH:13]=1)[CH3:6]>CO>[CH3:1][O:24][C:23](=[O:25])[C:22](=[O:26])[CH:21]=[CH:20][C:17]1[CH:18]=[CH:19][C:14]([C:10]2[CH:11]=[CH:12][CH:13]=[C:8]([O:7][CH2:5][CH3:6])[CH:9]=2)=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 131735956HCID 131735956, compound

Product 1

HCID 131735957HCID 131735957, compoundYield 38.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Acetyl chloride (2.0 mL, 28.7 mmol) was slowly added to methanol (10.0 mL) at 0° C. under stirring. A solution of 4-(3′-ethoxy-biphenyl-4-yl)-2-oxo-3-butenoic acid (2.5 g, 8.4 mmol) prepared in Step 2 in methanol (10.0 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 1.0 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-9640a7f4f5744a40b042504e35bff682
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

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