Pivalaldehyde → 2,2,4,4-Tetramethylpentan-3-ol

HRID 746195Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 746195
[CH3:1][C:2]([CH3:6])([CH3:5])[CH:3]=[O:4].[C:7]([Li])([CH3:10])([CH3:9])[CH3:8]>O1CCCC1>[C:2]([CH:3]([C:7]([CH3:10])([CH3:9])[CH3:8])[OH:4])([CH3:6])([CH3:5])[CH3:1]

Komponenten

4

Edukt 2

HCID 12417PivalaldehydeHCID 178418306HCID 178418306, Verbindung

Produkt 1

HCID 1397902,2,4,4-Tetramethylpentan-3-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of trimethylacetaldehyde (5.12 g, 59.4 mmol) in anhydrous tetrahydrofuran (15 ml) at -78° C. under an argon atmosphere is added 40.9 ml of a solution of t-butyllithium in hexanes (1.6M, 65.4 mmol). The mixture is allowed to warm from -78° to room temperature over 2 hours. The reaction is quenched with 25 ml of 1M hydrochloric acid and the resulting mixture extracted with two 25 ml portions of ether. The combined ethereal extracts were washed with saturated sodium bicarbonate solution and water, dried over magnesium sulfate, and the solvent evaporated to yield a yellow oil (9.3 g) which is purified by vacuum distillation to yield a colorless oil.

Aufarbeitung

  1. temperatureto warm from -78° to room temperature over 2 hours
  2. customThe reaction is quenched with 25 ml of 1M hydrochloric acid
  3. extractionthe resulting mixture extracted with two 25 ml portions of ether
  4. washThe combined ethereal extracts were washed with saturated sodium bicarbonate solution and water
  5. dry with materialdried over magnesium sulfate
  6. customthe solvent evaporated

Quellen und Nachweise

ORD-Eintrag
ord-737939695fbb4a7ba31b085fc8ce2637
Quelldatensatz
uspto-grants-1986_07
Patentnummer
US04603011

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