[2-(5-Phenylpentyloxy)phenyl]methanol → Triphenyl[2-(5-phenylpentyloxy)benzyl]phosphonium bromide

HRID 1672629

Reaktionsgleichung

Reaktionsgleichung von HRID 1672629
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH2:19]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BrH:21].[C:22]1([PH+:28]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(#N)C>[Br-:21].[C:35]1([P+:28]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:19][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[O:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

Komponenten

4

Edukt 2

HCID 20764199[2-(5-Phenylpentyloxy)phenyl]methanolHCID 22178555Triphenylphosphonium hydrobromide

Produkt 1

HCID 22560990Triphenyl[2-(5-phenylpentyloxy)benzyl]phosphonium bromideAusbeute 93,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A solution of 18.7 g (69.16 mmol) of [2-(5-phenylpentyloxy)phenyl]methanol from Example 27A in 120 ml of acetonitrile is mixed with 22.55 g (65.71 mmol) of triphenylphosphonium hydrobromide and heated to reflux for three hours. The reaction solution is then concentrated to dryness. 36.6 g (61.45 mmol, 83% yield) of crystalline product are obtained and are reacted without further purification.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for three hours
  3. concentrationThe reaction solution is then concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-048e4ae8aa1e4349bdcd5635f748593f
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07998988B2

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