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ChemicalBook CAS DataBase List ISOBUTYL BENZOATE
120-50-3

ISOBUTYL BENZOATE synthesis

13synthesis methods
From benzoic acid and isobutyl alcohol in the presence of HCl catalyst, or by ester exchange between methylbenzoate and isobutyl alcohol in the presence of potassium isobutylate
-

Yield:120-50-3 97%

Reaction Conditions:

with sulfuric acid;acetonitrile at 80 - 85; for 16 - 18 h;

Steps:

Procedure for ester (Table 2, entry 1-12 ):
General procedure: To a well-stirred mixture of acid (80 mmol), alcohol (90 mmol), acetonitrile (162 mmol) and sulfuric acid (98%, 94 mmol, 5 mL) was added at room temperature. Slowly heated to 80-85 °C and maintained between 80-85°C for16-18 h. The reaction mixture was cooled and added to 20% sodium carbonate solution (100mL). The reaction mass was extracted in CH2Cl2 (50 mL × 2). The combined organic layer was washed with water (100 mL), dried over sodium sufate, and concentrated under reduced pressure to obtain corresponding ester (97-99%) as the only product. Most example gave NMR pure product. Where minor impurities are formed, the product was purified over silica gel using ethyl acetate: petroleum ether (1:9).

References:

Dawar, Pankaj;Raju, M. Bagavan;Ramakrishna, Ramesha Andagar [Synthetic Communications,2014,vol. 44,# 6,p. 836 - 846] Location in patent:supporting information

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