Hydrochloride methanol → 4-Bromo-beta,beta-dimethylbenzeneethanol

HRID 338291Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 338291
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:19])([CH3:18])[CH2:9][O:10][Si](C(C)(C)C)(C)C)=[CH:4][CH:3]=1.Cl.CO>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([CH3:19])([CH3:18])[CH2:9][OH:10])=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 21893726Hydrochloride methanolHCID 21986021(2-(4-Bromophenyl)-2-methylpropoxy)(tert-butyl)dimethylsilane

Produkt 1

HCID 128051244-Bromo-beta,beta-dimethylbenzeneethanolAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of [2-(4-bromophenyl)-2-methylpropoxy](tert-butyl)dimethylsilane (500 mg, 1.46 mmol) in MeOH (5 mL) was added dropwise HCl/MeOH (5 mL) at room temperature. The reaction mixture was stirred at room temperature for 2 hours. The reaction was concentrated to give a crude residue, which was purified by column chromatography to give the title compound (250 mg, 75%) as a colorless oil. 1H NMR (400 MHz, CDCl3) δ 7.38 (d, 2H), 7.19 (d, 2H), 3.50 (s, 2H), 1.23 (s, 6H).

Aufarbeitung

  1. concentrationThe reaction was concentrated
  2. customto give a crude residue, which
  3. customwas purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-f9a1d7e1d5d14214af3fc8aa3449cf07
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889730B2

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