Methanol → Methyl 3,5-bis-tert-butyl-4-hydroxybenzoate

HRID 866300Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 866300
[C:1]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([C:15]([CH3:18])([CH3:17])[CH3:16])[C:13]=1[OH:14])[C:8]([OH:10])=[O:9])([CH3:4])([CH3:3])[CH3:2].[CH3:19]O>>[C:1]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([C:15]([CH3:18])([CH3:17])[CH3:16])[C:13]=1[OH:14])[C:8]([O:10][CH3:19])=[O:9])([CH3:4])([CH3:3])[CH3:2]

Komponenten

3

Edukt 2

HCID 887MethanolHCID 150073,5-Di-tert-butyl-4-hydroxybenzoic acid

Produkt 1

HCID 75639Methyl 3,5-bis-tert-butyl-4-hydroxybenzoate

Versuchsvorschrift

In a 500 cc 1-necked, round bottom flask, fitted with a condenser and stirring bar, were placed under nitrogen: 37.55 g. (0.15 mole) 3,5-di-tert.-butyl-4-hydroxybenzoic acid, 7.5 g. Amberlyst 15 catalyst, and 300 cc (7.43 moles) methanol. The solution was refluxed 15 hours, after which time the hot solution was filtered, concentrated, and cooled to afford 31.9 g. (81%) white crystals which were washed with hexane and dried. The melting point was 165.0° -166.5° C. The infrared and NMR spectra of the product were consistent with those expected from methyl 3,5-di-tert. butyl-4-hydroxybenzoate.

Aufarbeitung

  1. customIn a 500 cc 1-necked, round bottom flask, fitted with a condenser
  2. temperatureThe solution was refluxed 15 hours
  3. filtrationafter which time the hot solution was filtered
  4. concentrationconcentrated
  5. temperaturecooled
  6. customto afford 31.9 g
  7. wash(81%) white crystals which were washed with hexane
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-a0102870a7f34a29a769332285850358
Quelldatensatz
uspto-grants-1978_07
Patentnummer
US04098709

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