Ethanol → Benzeneacetic acid, 3,5-dibromo-4-hydroxy-, ethyl ester

HRID 1975257Notes

Reaction equation

HRID 1975257 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:10][C:11]([OH:13])=[O:12])[CH:5]=[C:6]([Br:9])[C:7]=1[OH:8].S(=O)(=O)(O)O.[CH2:19](O)[CH3:20]>>[Br:1][C:2]1[CH:3]=[C:4]([CH2:10][C:11]([O:13][CH2:19][CH3:20])=[O:12])[CH:5]=[C:6]([Br:9])[C:7]=1[OH:8]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 3253142-(3,5-dibromo-4-hydroxyphenyl)acetic acid

Product 1

HCID 318188Benzeneacetic acid, 3,5-dibromo-4-hydroxy-, ethyl ester

Procedure

3,5-Dibromo-4-hydroxyphenylacetic acid (60 g, 0.19 mol), from Preparation A, was suspended in 1 L of ethanol and 10 mL of concentrated sulfuric acid and heated at reflux overnight. The reaction mixture was cooled, concentrated and the product collected by filtration, washed with water, and dried in a vacuum oven to obtain ethyl 3,5-dibromo-4-hydroxyphenylacetate.

Workup

  1. temperatureat reflux overnight
  2. temperatureThe reaction mixture was cooled
  3. concentrationconcentrated
  4. filtrationthe product collected by filtration
  5. washwashed with water
  6. customdried in a vacuum oven

Sources & evidence

ORD record
ord-bddfa451827142e3b0ae96b43ddcd2e1
Source dataset
uspto-grants-1994_02
Patent number
US05284971

Reaction notes

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