Diethyl Ether → 1-(4-Bromophenyl)-1-cyclohexylethanol

HRID 535318Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 535318
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.C[Mg+].[Br-].[CH2:19](OCC)C>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15]2)([OH:9])[CH3:19])=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 3283Diethyl EtherHCID 24261645(4-Bromophenyl)(cyclohexyl)methanoneHCID 178418689HCID 178418689, Verbindung

Produkt 1

HCID 438101371-(4-Bromophenyl)-1-cyclohexylethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of (4-bromophenyl)(cyclohexyl)methanone (step 63.2) (3.1 g, 11.60 mmol) in THF (30 ml) was immersed in an ice-bath, followed by dropwise addition of MeMgBr (3M) in diethylether (7.74 ml, 23.21 mmol). The yellow reaction solution was stirred in the ice-bath for 1.5 hrs. The reaction mixture was quenched carefully with saturated aqueous NH4Cl solution and taken up in ethyl acetate. The organic phase was separated and washed with brine. The organic phase was dried over Na2SO4, filtered and concentrated in vacuo to obtain the title compound as yellow oil.

Aufarbeitung

  1. customThe reaction mixture was quenched carefully with saturated aqueous NH4Cl solution
  2. customThe organic phase was separated
  3. washwashed with brine
  4. dry with materialThe organic phase was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-eb9ebaf0961e478695cf3fbd5eae330d
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08859535B2

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