[2-(2-Chlorobenzyloxy)phenyl]methanol → [2-(2-Chlorobenzyloxy)benzyl]triphenylphosphonium bromide

HRID 1672668

Reaktionsgleichung

Reaktionsgleichung von HRID 1672668
[Cl:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12]O.[BrH:18].[C:19]1([PH+:25]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(#N)C>[Br-:18].[Cl:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][P+:25]([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Komponenten

4

Edukt 2

HCID 961592[2-(2-Chlorobenzyloxy)phenyl]methanolHCID 22178555Triphenylphosphonium hydrobromide

Produkt 1

HCID 86634293[2-(2-Chlorobenzyloxy)benzyl]triphenylphosphonium bromideAusbeute 99,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A solution of 3.775 g (15.18 mmol) of [2-(2-chlorobenzyloxy)phenyl]methanol from Example 78A in 60 ml of acetonitrile is mixed with 4.949 g (14.42 mmol) of triphenylphosphonium hydrobromide and heated to reflux for 3 hours. The reaction solution is then concentrated to dryness, and the resulting oil is taken up and triturated in diethyl ether. The product crystallizes as a white solid during this. After filtration, the solid is dried in a drying oven at 50° C. overnight. 8.247 g (91% yield) of crystalline product are obtained.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 3 hours
  3. concentrationThe reaction solution is then concentrated to dryness
  4. customtriturated in diethyl ether
  5. customThe product crystallizes as a white solid during this
  6. filtrationAfter filtration
  7. customthe solid is dried in a drying oven at 50° C. overnight

Quellen und Nachweise

ORD-Eintrag
ord-be153121de4f47eaaac75249dbc3d6fc
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07998988B2

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