Methanol → Methyl 2-(4-bromophenyl)-2-phenylacetate

HRID 509194Notes

Reaction equation

HRID 509194 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH3:23]O>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:9]([O:11][CH3:23])=[O:10])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 38473074-Bromo-alpha-phenylbenzeneacetic acid

Product 1

HCID 57779541Methyl 2-(4-bromophenyl)-2-phenylacetateYield 85%

Conditions

Temperature
60 °C

Procedure

A solution of acid 53 (1.9 g, 6.53 mmol) in methanol (20 mL) was added concentrated sulfuric acid (2 mL) and the reaction mixture was stirred at 60° C. for 4 h. The organic layer was separated, dried over Na2SO4, filtered and concentrated to afford methyl 2-(4-bromophenyl)-2-phenylacetate 54 (1.7 g, 85% yield) as a brown oil.

Workup

  1. customThe organic layer was separated
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-047f44371fa74e5c82811dd3dffc762e
Source dataset
uspto-grants-2015_08
Patent number
US09096565B2

Reaction notes

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