Bromotrimethylsilane → 1,3-Dichloro-2-{2-[4-(bromomethyl)phenoxy]ethoxy}-5-methylbenzene

HRID 2194863Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2194863
[Cl:1][C:2]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([Cl:21])[C:3]=1[O:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14]O)=[CH:10][CH:9]=1.C[Si]([Br:26])(C)C>C(Cl)Cl>[Cl:1][C:2]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([Cl:21])[C:3]=1[O:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][Br:26])=[CH:10][CH:9]=1

Komponenten

4

Edukt 2

HCID 76113BromotrimethylsilaneHCID 67447508{4-[2-(2,6-Dichloro-4-methylphenoxy)ethoxy]phenyl}methanol

Produkt 1

HCID 584884381,3-Dichloro-2-{2-[4-(bromomethyl)phenoxy]ethoxy}-5-methylbenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of {4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}methanol from II.1, step 3 (1 eq.) in CH2Cl2 (0.1M) at room temperature was added a solution of trimethyl silyl bromide (1.05 eq.) in CH2Cl2 (1.0M). The final mixture was stirred 1 h at room temperature and then concentrated in vacuo. To the resulting suspension was added silica gel and the mixture was evaporated in vacuo. Purification by column chromatography on silica gel, eluting with Hex/Et2O 5%, afforded the desired compound as a crystalline white solid.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. additionTo the resulting suspension was added silica gel
  3. customthe mixture was evaporated in vacuo
  4. customPurification by column chromatography on silica gel
  5. washeluting with Hex/Et2O 5%

Quellen und Nachweise

ORD-Eintrag
ord-9fc6e859b1e0452fa7ec827092049ff6
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08334308B2

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