Hydrochloric Acid → HCID 58683737, compound

HRID 1991053Notes

Reaction equation

HRID 1991053 reaction equation
C[O:2][C:3](=[O:14])/[CH:4]=[CH:5]/[C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:7]=1[Br:13].[OH-].[Na+].O.Cl>CO>[Br:13][C:7]1[CH:8]=[C:9]([Cl:12])[CH:10]=[CH:11][C:6]=1/[CH:5]=[CH:4]/[C:3]([OH:14])=[O:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 58683689HCID 58683689, compound

Product 1

HCID 58683737HCID 58683737, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(E)-3-(2-Bromo-4-chlorophenyl)-acrylic acid methyl ester (6.8 g, 17.4 mmol) was dissolved in MeOH (175 ml) and treated with 2N NaOH (13 ml; 26 mmol) and water (87 ml) for 1 hour at 50° C. The mixture was acidified with 2N HCl (15 ml) and extracted with TBME twice. The combined organic phases were dried over Na2SO4 and evporated to dryness to yield the title compound as a solid, which was recrystallised from TBME/hexanes to yield the title compound as colorless crystals (4.4 g, 90%).

Workup

  1. extractionextracted with TBME twice
  2. dry with materialThe combined organic phases were dried over Na2SO4 and evporated to dryness

Sources & evidence

ORD record
ord-e2988edd2db6467da141b8fa6ed7c106
Source dataset
uspto-grants-2010_01
Patent number
US07645760B2

Reaction notes

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