ChemicalBook CAS DataBase List 3-PHENYLPROPYL ACETATE

3-PHENYLPROPYL ACETATE synthesis

10synthesis methods

Product Name:3-PHENYLPROPYL ACETATE
CAS Number:122-72-5
Molecular formula:C11H14O2
Molecular Weight:178.23

By acetylation of the corresponding alcohol.

122-97-4
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$6.00/25g

631-61-8 Synthesis

631-61-8
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$11.19/100G

122-72-5
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$11.00/1g

Yield:122-72-5 90%

Reaction Conditions:

with bromine;triphenylphosphine in acetonitrile at 20; for 0.3 h;Reagent/catalyst;Time;

Steps:

Typical procedure for the conversion of 3-phenylpropanol into 3-phenylpropyl acetate using Ph3P/Br2/NH4OAc
General procedure: To a solution of Ph3P(OAc)2, was added 3-phenylpropanol (1 mmol, 0.137 mL). The progress of the reaction was monitored by TLC (Table 3, entry 2). After completion of the reaction (0.3 h) the reaction mixture was filtered to remove the precipitated NH4Br followed by evaporation of the solvent. Column chromatography of the crude mixture on silica gel using n-hexane/EtOAc (3:1) as the eluent gave 3-phenylpropyl acetate in 90% yield (0.159 g).1H NMR (CDCl3, 250 MHz): d 1.88 (q, 2H, J = 7.5 Hz), 1.97 (s, 3H), 2.6 (t, 2H, J = 7.6 Hz), 4.0 (t, 2H, J = 6.5 Hz), 7.0-7.2 (m, 5H). 13C NMR (CDCl3, 62.5 MHz): d 20.9, 30.1, 32.1, 63.8, 126.0, 128.3, 128.4, 141.1, 171.1 ppm.

References:

Iranpoor, Nasser;Firouzabadi, Habib;Elham, Etemadi Davan [Tetrahedron Letters,2013,vol. 54,# 14,p. 1813 - 1816]

103-54-8 Synthesis