ChemicalBook CAS DataBase List (5-Carboxypentyl)(triphenyl)phosphonium bromide

(5-Carboxypentyl)(triphenyl)phosphonium bromide synthesis

11synthesis methods

Product Name:(5-Carboxypentyl)(triphenyl)phosphonium bromide
CAS Number:50889-29-7
Molecular formula:C24H26BrO2P
Molecular Weight:457.34

4224-70-8
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(5-Carboxypentyl)(triphenyl)phosphonium bromide

50889-29-7
215 suppliers
$5.00/1g

Yield:50889-29-7 100%

Reaction Conditions:

with triphenylphosphine in toluene at 120; for 17 h;

Steps:

5.1 4.5.1 (6-Carboxyhexyl)triphenylphosphonium bromide (11)
In a 100 mL triple-necked round-bottom flask 5.01 g (19.1 mmol, 1.0 eq.) 6-bromohexanoic acid and 6.71 g (19.61 mmol, 1.0 eq.) triphenylphosphine were dissolved in 30 mL dry toluene. The reaction mixture was heated to 120  °C and stirred for 17 h. After cooling to room temperature, the product was collected by filtration and washed with toluene (2 * 20 mL) and Et₂O (2 * 20 mL) before drying under reduced pressure. 11 was obtained as colorless powder in quantitative yield. m.p. = 201-205 °C; ¹H NMR (300.36 MHz; CDCl₃) δ = 9.12 (s, 1H), 7.74 (m, 15H), 3.60 (s, 2H), 2.34 (s, 2H), 1.64 (s, 6H); ¹³C NMR (75.53 MHz; CDCl₃) δ = 175.9, 135.1, 133.7, 133.6, 130.7, 130.5, 34.27, 29.6, 24.0, 21.9, 22.2.

References:

Migglautsch, Anna K.;Willim, Melissa;Schweda, Bettina;Glieder, Anton;Breinbauer, Rolf;Winkler, Margit [Tetrahedron,2018,vol. 74,# 43,p. 6199 - 6204]

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4224-70-8
335 suppliers
$7.00/5g

603-35-0 Synthesis