ChemicalBook CAS DataBase List 4-ALLYLOXY-PHENOL

4-ALLYLOXY-PHENOL synthesis

10synthesis methods

Product Name:4-ALLYLOXY-PHENOL
CAS Number:6411-34-3
Molecular formula:C9H10O2
Molecular Weight:150.17

107-18-6
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106-51-4 Synthesis

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Yield: 70%

Reaction Conditions:

with Amberlyst-15 at 100; for 6 h;

Steps:

General procedure for the synthesis of p-alkoxyphenols
General procedure: To a mixture of ap-benzoquinone (1 mmol) (1) and an alcohol [or alcohol mixture] (4.0 mL),amberlyst-15 (40 mg) was added and the mixture was refluxed, or heated at100 C for 4-7 h until the p-benzoquinone reacted completely (monitored byTLC). The reaction mixture was then filtered and the residue was washedwith ethyl acetate (2 5 mL). The washings were combined with the filtrate;water (25 mL) was added to the mixture and then the latter was extracted withethyl acetate (2 10 mL). The ethyl acetate extract was dried over anhyd.Na2SO4 and the concentrate of the extract was purified by columnchromatography over silica gel using ethyl acetate-petroleum ether mixturesas eluents followed by crystallization from CH2Cl2-petroleum ether. All thep-alkoxyphenols obtained in this study were properly characterized from theirphysical, analytical and spectral data.

References:

Mondal, Rina;Guha, Chayan;Mallik, Asok K. [Tetrahedron Letters,2014,vol. 55,# 1,p. 86 - 89] Location in patent:supporting information

106-95-6 Synthesis