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ChemicalBook CAS DataBase List 3-hydroxynonyl acetate

3-hydroxynonyl acetate synthesis

3synthesis methods
-

Yield:60826-15-5 89%

Reaction Conditions:

with iodine for 3 h;Reflux;chemoselective reaction;

Steps:

2. Typical procedure for alcohol acetylation

General procedure: To a solution of benzyl alcohol (0.108 g, 1 mmol) in ethyl acetate (2 mL), iodine (0.1 mmol)was added and the mixture was heated at reflux for 2 h. When the reaction was complete(monitored by TLC), it was cooled and a saturated sodium thiosulfate solution (5 mL) was added. The reaction mixture was extracted with ethyl acetate (3x10 mL). The combined organiclayers were washed with brine, dried over anhydrous sodium sulphate and concentrated invacuo. The crude was then purified by column chromatography to give 1a in 97% yield (145mg, 0.97 mmol).

References:

Basumatary, Grace;Bez, Ghanashyam [Tetrahedron Letters,2017,vol. 58,# 45,p. 4312 - 4315] Location in patent:supporting information