Hydrochloric Acid → HCID 5957595, compound

HRID 735040Notes

Reaction equation

HRID 735040 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13](/[CH:16]=[CH:17]/[C:18]([O:20]CC)=[O:19])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1.Cl>C(O)C>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH:15]=[CH:14][C:13](/[CH:16]=[CH:17]/[C:18]([OH:20])=[O:19])=[CH:12][CH:11]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68815907HCID 68815907, compound

Product 1

HCID 5957595HCID 5957595, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6.27 mL of a 1M sodium hydroxide solution is added to a solution of 0.9 g (3.13 mmol) of ethyl (E)-3-(4′-chlorobiphenyl-4-yl)acrylate in 30 mL of ethanol and stirred for 3 hours at ambient temperature. The reaction is stopped by the addition of 6.27 mL of 1N hydrochloric acid and the reaction mixture is stirred for 2 hours. Then the mixture is evaporated down, the residue is combined with water, and the precipitate is filtered off. The precipitate is repeatedly rinsed with water and dried at 80° C. in the vacuum drying chamber. Yield: 0.68 g (67% of theory); C15H11ClO2 (M=258.70); calc.: molecular ion peak (M−H)−: 257/259; found: molecular ion peak (M−H)−: 257/259; Rf value: 0.5 (silica gel, dichloromethane/methanol (90:10)).

Workup

  1. stirringthe reaction mixture is stirred for 2 hours
  2. customThen the mixture is evaporated down
  3. filtrationthe precipitate is filtered off
  4. washThe precipitate is repeatedly rinsed with water
  5. customdried at 80° C. in the vacuum
  6. customdrying chamber

Sources & evidence

ORD record
ord-6c61ce7a6e5c43eaab2eb80c851ff03d
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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