Hydrochloric Acid → HCID 66667416, compound

HRID 1620343Notes

Reaction equation

HRID 1620343 reaction equation
C[O:2][C:3](=[O:19])[C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[C:6]([Br:18])[CH:5]=1.[OH-].[Na+].Cl>CO.O>[Br:18][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[O:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[C:3]([OH:19])=[O:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66666627HCID 66666627, compound

Product 1

HCID 66667416HCID 66667416, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl-3-bromo-4-(4-chlorophenoxy)-benzoate (Preparation 28, 2 g, 6 mmol) in 40 mL methanol was added sodium hydroxide (0.486 g, 11.7 mmol) in 10 mL water. The reaction mixture was stirred at 50° C. for 16 hours and then acidified to pH 4 with 1M hydrochloric acid, stirred for 1 hour, filtered and dried in vacuo to afford the title compound (1.53 g, 78%).

Workup

  1. stirringstirred for 1 hour
  2. filtrationfiltered
  3. customdried in vacuo

Sources & evidence

ORD record
ord-f67b6ffe61eb49da9dc5a03c92ca7121
Source dataset
uspto-grants-2014_07
Patent number
US08772343B2

Reaction notes

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