Water → 2-Bromo-4-(tert-butyl)-1-((2-methoxyethoxy)methoxy)benzene

HRID 929553

Reaktionsgleichung

Reaktionsgleichung von HRID 929553
[Br:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:11])([CH3:10])[CH3:9])[CH:5]=[CH:4][C:3]=1[OH:12].C(N(CC)CC)C.[CH3:20][O:21][CH2:22][CH2:23][O:24][CH2:25]Cl.O>ClCCl>[Br:1][C:2]1[CH:7]=[C:6]([C:8]([CH3:9])([CH3:11])[CH3:10])[CH:5]=[CH:4][C:3]=1[O:12][CH2:20][O:21][CH2:22][CH2:23][O:24][CH3:25]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 751472-Bromo-4-tert-butylphenol2×HCID 775901-(Chloromethoxy)-2-methoxyethane

Produkt 1

HCID 867185612-Bromo-4-(tert-butyl)-1-((2-methoxyethoxy)methoxy)benzeneAusbeute 72,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 2-bromo-4-(tert-butyl)phenol [Intermediate 1, Step 1] (5.0 g, 21.8 mmol) and triethylamine (4.4 g, 43.5 mmol) in anhydrous dichloromethane (20 mL) at room temperature under nitrogen was added dropwise 2-methoxyethoxymethyl chloride (2.5 mL, 21.9 mmol) and the reaction mixture stirred overnight. The reaction mixture was poured into water (100 mL), the organic phase separated, dried (MgSO4), filtered and concentrated under reduced pressure to give 2-bromo-4-(tert-butyl)-1-((2-methoxyethoxy)methoxy)benzene (5.0 g, 72% yield).

Aufarbeitung

  1. customthe organic phase separated
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-db6d0b3bb13141bfb824d99a6b3398f6
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09296696B2

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