Methyl iodide → 1-Iodo-3-methyloct-1-en-3-ol

HRID 127072

Reaktionsgleichung

Reaktionsgleichung von HRID 127072
[Mg].[CH3:2]I.[I:4][CH:5]=[CH:6][C:7](=[O:13])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[Cl-].[NH4+]>CCOCC>[OH:13][C:7]([CH3:2])([CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH:6]=[CH:5][I:4]

Komponenten

6

Edukt 4

HCID 6328Methyl iodideHCID 25517Ammonium ChlorideHCID 5462224MagnesiumHCID 534008741-Iodooct-1-en-3-one

Produkt 1

HCID 545226831-Iodo-3-methyloct-1-en-3-olAusbeute 86,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel3×

Versuchsvorschrift

To a Grignard solution prepared from 1.05 g (0.41 moles) of magnesium and 6.2 g (0.435 moles) of methyl iodide in 30 ml of dry ether under argon is added dropwise 10 g of 1-iodo-1-octen-3-one (Example 183) in 45 ml of ether. The resulting solution is stirred at ambient temperature for one hour. After the addition of 75 ml of saturated ammonium chloride the ether layer is separated and the aqueous layer is separated and the aqueous layer is extracted several times with ether. The combined ether extracts are washed successively with ammonium chloride and water, dried and taken to dryness to give 9.24 g of product as an oil; λ max 2.89, 3.23, 6.24 and 10.5.

Aufarbeitung

  1. customis separated
  2. customthe aqueous layer is separated
  3. extractionthe aqueous layer is extracted several times with ether
  4. washThe combined ether extracts are washed successively with ammonium chloride and water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-cfb00145d61f43fcbd88580fc434b8c3
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04254285

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