Acetonitrile → (6-Carboxyhexyl)triphenylphosphonium bromide

HRID 642796Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 642796
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8].[C:10]1([P:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[C:29](#N)C>>[Br-:1].[C:7]([CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH2:29][P+:16]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)([OH:9])=[O:8]

Komponenten

4

Edukt 3

HCID 6342AcetonitrileHCID 11776TriphenylphosphineHCID 202106-Bromohexanoic acid

Produkt 1

HCID 11027094(6-Carboxyhexyl)triphenylphosphonium bromideAusbeute 86 %

Versuchsvorschrift

A solution of 6-bromohexanoic acid (18 mmol, 3.50 g) and triphenylphosphine (18 mmol, 4.71 g) in acetonitrile (18 mL) was refluxed for 18 h. The reaction mixture was then cooled down, the off-white solid formed filtered. Flash chromatography over silica gel (EtOAc then MeOH) afforded the product as a white solid (1.08 g, 86%).

Aufarbeitung

  1. temperatureThe reaction mixture was then cooled down
  2. customthe off-white solid formed
  3. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-1538583ab7674b6b84b4c68a1c868f6b
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07696243B2

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