Dimethylbenzylcarbinyl acetate synthesis
- Product Name:Dimethylbenzylcarbinyl acetate
- CAS Number:151-05-3
- Molecular formula:C12H16O2
- Molecular Weight:192.25
3240-34-4
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5669-14-7
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151-05-3
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Yield:151-05-3 65%
Reaction Conditions:
with iodine in dichloromethane;acetic acid at 20; for 6 h;Inert atmosphere;Irradiation;
Steps:
5. Decarboxylative acetoxylation: typical procedure and product data
General procedure: A heat-gun-dried two-necked reaction flask containing a magnetic stirring barwas charged with carboxylic acid 1 (0.5 mmol), PhI(OAc)2 (1.00 or 1.50 mmol), and CH2Cl2/AcOH(v/v = 1:1, 1.25 or 2.5 mL). To the mixture, I2 (0.25 or 0.38 mmol) was added, and the reaction mixture was stirred at room temperature for 6 h. The reaction was quenched by Na2S2O3 aq. (1 M,10 mL) and sat. NaHCO3 aq. (10 mL). The mixture was extracted with Et2O (3 × 20 mL). Thecollected organic layers were dried over Na2SO4. The solution was concentrated under reducedpressure to give the crude product, which was analyzed by 1H NMR spectroscopy using1,1,2,2-tetrachloroethane as an internal standard. Purification by flash column chromatography onsilica gel (hexane/EtOAc) gave the pure product.
References:
Kiyokawa, Kensuke;Okumatsu, Daichi;Minakata, Satoshi [Beilstein Journal of Organic Chemistry,2018,vol. 14,p. 1046 - 1050] Location in patent:supporting information
100-86-7
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3290-53-7
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151-05-3
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$6.00/25g
