Sodium Hydroxide → 2-(4-Bromophenoxymethyl)benzoic acid

HRID 894165Notes

Reaction equation

HRID 894165 reaction equation
[Br:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][CH2:7][C:8]2[CH:17]=[CH:16][CH:15]=[CH:14][C:9]=2[C:10]([O:12]C)=[O:11])=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][C:8]2[CH:17]=[CH:16][CH:15]=[CH:14][C:9]=2[C:10]([OH:12])=[O:11])=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53995976Methyl 2-((4-bromophenoxy)methyl)benzoate

Product 1

HCID 107098362-(4-Bromophenoxymethyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Reflux 90 gm. of the crude methyl o-(p-bromophenoxymethyl)benzoate from Step B for 1 hour in a mixture of 500 cc. of methanol and 250 cc. of 10% aqueous sodium hydroxide. Evaporate the methanol and dilute the resulting aqueous solution with an equal volume of water. Acidify with conc. hydrochloric acid. Separate the solids by filtration, wash with water and dry in vacuo to obtain the title product (m.p. 183°-185° C.).

Workup

  1. temperatureReflux 90 gm
  2. customEvaporate the methanol
  3. additiondilute the resulting aqueous solution with an equal volume of water
  4. customSeparate the solids
  5. filtrationby filtration
  6. washwash with water
  7. customdry in vacuo

Sources & evidence

ORD record
ord-fe23260d7d594c14b618cde616bca14a
Source dataset
uspto-grants-1981_08
Patent number
US04282365

Reaction notes

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