2-Methyl-6-phenoxy-hexanoic acid → 1-Hydroxy-2-methyl-6-phenoxyhexane

HRID 1287353Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1287353
[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:3](O)=[O:4].[H-].[H-].[H-].[H-].[Li+].[Al+3]>CCOCC.C1COCC1>[OH:4][CH2:3][CH:2]([CH3:1])[CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Komponenten

5

Edukt 2

HCID 203221352-Methyl-6-phenoxy-hexanoic acidHCID 21226445Aluminium lithium hydride2×

Produkt 1

HCID 203221341-Hydroxy-2-methyl-6-phenoxyhexane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 129 g of 2-methyl-6-phenoxy-hexanoic acid in 200 ml of absolute ether and 100 ml of absolute THF was added dropwise, under exclusion of humidity, to 32 g (0.84 mol) of LiAlH4 in 1.2 l of absolute ether. After reflux and stirring for 5 hours the LiAlH4 in excess was destroyed with acetic acid and then destroyed by dropwise addition of water and a 10% sulfuric acid. The organic layer was washed with saturated NaHCO3 -solution, dried and evaporated. The crude product was immediately further reacted.

Aufarbeitung

  1. temperatureAfter reflux
  2. customin excess was destroyed with acetic acid
  3. customdestroyed by dropwise addition of water
  4. washThe organic layer was washed with saturated NaHCO3 -solution
  5. customdried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-24f4068b27994f578d97f3b06877d331
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03984459

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