Ethanol → Ethyl 2-(2-bromo-3-methylphenyl)acetate

HRID 427516Notes

Reaction equation

HRID 427516 reaction equation
[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([OH:12])=[O:11].S(=O)(=O)(O)O.[CH2:18](O)[CH3:19]>>[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([O:12][CH2:18][CH3:19])=[O:11]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 183574462-(2-Bromo-3-methylphenyl)acetic acid

Product 1

HCID 18357438Ethyl 2-(2-bromo-3-methylphenyl)acetate

Procedure

2-(2-bromo-3-methylphenyl)acetic acid (7.9 g, 0.034 mol) and sulfuric acid (0.1 ml) were added to ethanol (25 ml) and the mixture was refluxed overnight. The solvent was evaporated and to the residue was added saturated sodium carbonate. The aqueous solution was extracted twice with diethyl ether, the organic extracts were combiened, washed twice with water, dried and evaporated under reduced pressure to give the desired product as an oil. (8.5 g,97.7%).

Workup

  1. temperaturethe mixture was refluxed overnight
  2. customThe solvent was evaporated and to the residue
  3. additionwas added saturated sodium carbonate
  4. extractionThe aqueous solution was extracted twice with diethyl ether
  5. washwashed twice with water
  6. customdried
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-45b7bd54eed74222a9c186bc1d203dcd
Source dataset
uspto-grants-2001_11
Patent number
US06313137B1

Reaction notes

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