Benzoylacetone synthesis
- Product Name:Benzoylacetone
- CAS Number:93-91-4
- Molecular formula:C10H10O2
- Molecular Weight:162.19
Yield:93-91-4 89%
Reaction Conditions:
with lithium hexamethyldisilazane at 0; for 1 h;
Steps:
Synthesis of 1-phenyl-1,3-butanedione (3)
To a solution of compound 1 (15 g, 15 mmol) in toluene was added LiHMDS (38 mL 2M in THF, 187.5 mmol) at 0 °C and the RM was stirred for 30 min. To this RM was added acetyl chloride 2 (10.8 g, 137 mmol) at 0 °C and stirred for 30 min. After completion of SM (monitored by TLC), the RM was quenched with saturated aqueous NH4Cl solution (200 mL) and extracted with ethyl acetate (3 x 200 mL). The combined organic layers were dried over Na2SO4 and purified by column chromatography (60-120 silica gel) using 10% ethyl acetate in hexane to afford pure compound 1-phenyl-1,3-butanedione (3) as white solid; Yield: 89 %; M.P: 54-58 °C 1H NMR (400 MHz, CDCl3) δ: 16.18 (brs, 1H), 7.87-7.89 (m, 2H), 7.54 (m, 1H), 7.59 (t, J = 8.0 Hz, 2H), 6.18 (s, 1H), 2.20 (s, 3H).
References:
Nagendra Prasad, Tangella;Eeda, Koti Reddy;Gudise, Veera Babu;Basha, Shaik Firoj;Anwar, Shaik [Synthetic Communications,2019,vol. 49,# 10,p. 1277 - 1285] Location in patent:supporting information
1817-57-8
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$26.00/1g
93-91-4
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$10.00/5g
