Water → HCID 20085921, compound

HRID 894172Notes

Reaction equation

HRID 894172 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([CH2:8][O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:5]([C:16]([O-:18])=[O:17])=[CH:4][CH:3]=1.[OH-].[Na+].O>CO>[Br:1][C:2]1[CH:7]=[C:6]([CH2:8][O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:5]([C:16]([OH:18])=[O:17])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 86737920HCID 86737920, compound

Product 1

HCID 20085921HCID 20085921, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Add 13.33 gm. (0.0415 mole) of 5-bromo-α-phenoxy-o-toluate to a solution of 3.32 gm. (0.0830 mole) of sodium hydroxide in 23 ml. of water and 200 ml. of methanol and heat at reflux for 1 hour. Remove the methanol under vacuum. Dissolve the residue in 200 ml. of water and acidify with concentrated hydrochloric acid to the Congo Red end point. Remove the solids by filtration and dry to obtain the title product (yield 12.02 gm. m.p. 160°-163° C.).

Workup

  1. additionAdd 13.33 gm
  2. temperatureat reflux for 1 hour
  3. customRemove the methanol under vacuum
  4. dissolutionDissolve the residue in 200 ml
  5. customRemove the solids
  6. filtrationby filtration
  7. customdry

Sources & evidence

ORD record
ord-3876aec96a794affbcb7e43920b05b01
Source dataset
uspto-grants-1981_08
Patent number
US04282365

Reaction notes

Loading…