Hydrochloric Acid → HCID 20088775, Verbindung

HRID 275536Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 275536
[BH4-].[Na+].[CH3:3][C:4]([C:7]1[CH:8]=[C:9]([C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:19])[CH:10]=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]=1[OH:13])([CH3:6])[CH3:5].Cl>CCO>[CH3:17][C:14]([C:11]1[CH:10]=[C:9]([CH:18]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[OH:19])[CH:8]=[C:7]([C:4]([CH3:3])([CH3:5])[CH3:6])[C:12]=1[OH:13])([CH3:15])[CH3:16]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 1898376(3,5-Di-tert-butyl-4-hydroxyphenyl)(phenyl)methanoneHCID 4311764Sodium borohydride

Produkt 1

HCID 20088775HCID 20088775, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Over a 25-minute period NaBH4 (1.89 g, 0.05 mole) is added to a solution of 3.1 g (0.01 mole) of [3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]phenylmethanone (C. D. Cook, JOC, 1960, p. 1429) in 50 mL absolute EtOH while maintaining the temperature at 10°-15° C. The reaction mixture is then allowed to come to room temperature for 1.5 hours. The reaction mixture is cooled to 0° and 4N HCl (12 mL) is slowly added. The white precipitate is filtered off and washed with H2. It is taken up in Et2O and washed with saturated NaHCO3. After drying over Na2SO4 the Et2O is evaporated to dryness yielding an analytically pure olive-colored product, 2.9 g (93%), m.p. 117°-119° C.

Aufarbeitung

  1. temperaturewhile maintaining the temperature at 10°-15° C
  2. temperatureThe reaction mixture is cooled to 0°
  3. filtrationThe white precipitate is filtered off
  4. washwashed with H2
  5. washwashed with saturated NaHCO3
  6. dry with materialAfter drying over Na2SO4 the Et2O
  7. customis evaporated to dryness
  8. customyielding an analytically pure olive-colored product, 2.9 g (93%), m.p. 117°-119° C.

Quellen und Nachweise

ORD-Eintrag
ord-7c84488b7f504cfbbfef1a0914e732d4
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05393923

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