2,4-Dimethylbenzaldehyde synthesis
- Product Name:2,4-Dimethylbenzaldehyde
- CAS Number:15764-16-6
- Molecular formula:C9H10O
- Molecular Weight:134.18
51042-16-1
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15764-16-6
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Yield:15764-16-6 71 %Spectr.
Reaction Conditions:
with iodine;oxygen;trifluoroacetic acid in methanol;ethyl acetate for 20 h;Irradiation;
Steps:
Photooxidation; Typical Procedure
General procedure: A solution of trans-4,4′-di-tert-butylstilbene (1a) (0.15mmol), I2 (0.015 mmol), and TFA (0.03 mmol) in dryMeOH-EtOAc (1:2 mL) was stirred in a Pyrex test-tube under air (open), and externally irradiated with four 22 W fluorescent lamps for 20 h. The mixture was quenched withaq Na2S2O3 solution and extracted with EtOAc (3 × 5 mL). The combined organic layer was washed with brine (20 mL)and aq HCl (2 M, 2 × 20 mL), dried over MgSO4 and concentrated in vacuo. Purification of the crude residue by column chromatography (hexane-EtOAc, 50:1) provided 4-tert-butylbenzaldehyde (2a) (41.1 mg, 84%).
References:
Fujiya, Akitoshi;Kariya, Atsumasa;Nobuta, Tomoya;Tada, Norihiro;Miura, Tsuyoshi;Itoh, Akichika [Synlett,2014,vol. 25,# 6,art. no. ST-2013-U0905-L,p. 884 - 888]
16308-92-2
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15764-16-6
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2234-20-0
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50-00-0
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15764-16-6
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201230-82-2
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108-38-3
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15764-16-6
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25891-31-0
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108-38-3
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15764-16-6
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