Hydrochloric Acid → N,3,5-tritert-butyl-4-hydroxybenzamide

HRID 65723

Reaktionsgleichung

Reaktionsgleichung von HRID 65723
[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](Cl)=[O:9])([CH3:4])([CH3:3])[CH3:2].ClCCl.[C:22]([NH2:26])([CH3:25])([CH3:24])[CH3:23].Cl>C1C=CC=CC=1.CCCCCC>[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]([NH:26][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:9])([CH3:4])([CH3:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 6385Tert-ButylamineHCID 37871873,5-Di-tert-butyl-4-hydroxybenzoyl chloride

Produkt 1

HCID 1203452N,3,5-tritert-butyl-4-hydroxybenzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 110624Benzene hexaneLösungsmittel

Versuchsvorschrift

To a stirred solution of 13.43 g. (0.05 mole) of 3,5-di(t-butyl)-4-hydroxybenzoyl chloride in 50 ml. of dichloromethane is added dropwise 8.77 g. (0.12 mole) of t-butylamine. The mixture obtained is neutralized carefully with 10 percent hydrochloric acid and washed thrice with 200 ml. portions of water. The organic layer is dried, then evaporated under vacuum to provide a white residue. The residue is dissolved in hot benzene-hexane mixture and crystallized to provide 3,5-di(t-butyl)-4-hydroxy-N-t-butylbenzamide, m.p. 207°-208° C.

Aufarbeitung

  1. customThe mixture obtained
  2. washwashed thrice with 200 ml
  3. customThe organic layer is dried
  4. customevaporated under vacuum
  5. customto provide a white residue
  6. customcrystallized

Quellen und Nachweise

ORD-Eintrag
ord-523687a5a331470bbda2d360c890f3dd
Quelldatensatz
uspto-grants-1978_12
Patentnummer
US04128664

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