Pentabromophenol → o-(Pentabromphenoxymethyl)-benzoic acid-(pentabromophenyl) ester

HRID 2419173Notes

Reaction equation

HRID 2419173 reaction equation
[Br:1][C:2]1[C:7]([OH:8])=[C:6]([Br:9])[C:5]([Br:10])=[C:4]([Br:11])[C:3]=1[Br:12].C1([O-])C=CC=CC=1.[Br:20][C:21]1[C:26]([O:27][C:28](=[O:37])[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[CH2:35]Cl)=[C:25]([Br:38])[C:24]([Br:39])=[C:23]([Br:40])[C:22]=1[Br:41]>[OH-].[K+].COCCO>[Br:20][C:21]1[C:26]([O:27][C:28](=[O:37])[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[CH2:35][O:8][C:7]2[C:6]([Br:9])=[C:5]([Br:10])[C:4]([Br:11])=[C:3]([Br:12])[C:2]=2[Br:1])=[C:25]([Br:38])[C:24]([Br:39])=[C:23]([Br:40])[C:22]=1[Br:41]

Participants

6

Reactant 3

HCID 11852PentabromophenolHCID 119047PhenolateHCID 20314961Pentabromophenyl 2-(chloromethyl)benzoate

Product 1

HCID 53683769o-(Pentabromphenoxymethyl)-benzoic acid-(pentabromophenyl) ester

Reagents, catalysts & solvents 2

HCID 80192-MethoxyethanolSolventHCID 14797Potassium HydroxideSolvent

Procedure

In a two-liter flask, 5.6 of potassium hydroxide was dissolved at 75° C in 800 ml of methyl glycol; then 48.9 g (= 0.1 mole) of pentabromphenol was stirred in. To this phenolate solution, at 75° C, 64.15 g was added of the o-chloromethylbenzoic acid pentabromophenyl ester, prepared as in Example 9a, and the mixture was heated with stirring to ebullition. It was refluxed for an hour, then cooled, and the solids were isolated and worked up as described in the preceding examples.

Workup

  1. temperaturethe mixture was heated
  2. temperatureIt was refluxed for an hour
  3. temperaturecooled
  4. customthe solids were isolated

Sources & evidence

ORD record
ord-5273b953593440aa9322852122727cdb
Source dataset
uspto-grants-1978_08
Patent number
US04105628

Reaction notes

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