Methanol → HCID 11299024, compound

HRID 546635Notes

Reaction equation

HRID 546635 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:15])([CH3:14])[C:11]([OH:13])=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].S(=O)(=O)(O)O.[CH3:21]O>>[CH3:14][C:10]([C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=1)([CH3:15])[C:11]([O:13][CH3:21])=[O:12]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 7818982-Methyl-2-(4-nitrophenyl)propanoic acid

Product 1

HCID 11299024HCID 11299024, compound

Procedure

To a solution of 5 g of 2-(4-nitrophenyl)-2-methylpropionic acid in 40 mL of methanol, under argon, are added 4 mL of sulphuric acid. The reaction medium is heated at reflux for 3 hours and concentrated under reduced pressure. The residue is taken up in a mixture of ice-water and dichloromethane, the phases are separated and the organic phase is dried over magnesium sulphate and filtered. The filtrate is concentrated under reduced pressure to give 5.18 g of methyl 2-methyl-2-(4-nitrophenyl)propanoate in the form of a pale yellow solid, the characteristics of which are as follows:

Workup

  1. temperatureThe reaction medium is heated
  2. temperatureat reflux for 3 hours
  3. concentrationconcentrated under reduced pressure
  4. additionThe residue is taken up in a mixture of ice-water and dichloromethane
  5. customthe phases are separated
  6. dry with materialthe organic phase is dried over magnesium sulphate
  7. filtrationfiltered
  8. concentrationThe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-66f9845d7a264659b06cd4e4c8401788
Source dataset
uspto-grants-2011_05
Patent number
US07935819B2

Reaction notes

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