1,4-benzenediacetaldehyde synthesis
- Product Name:1,4-benzenediacetaldehyde
- CAS Number:39246-00-9
- Molecular formula:C10H10O2
- Molecular Weight:162.19
7325-46-4
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Yield:39246-00-9 90%
Reaction Conditions:
with triethylsilane;tris(pentafluorophenyl)borate in benzene at 23; for 6 h;Schlenk technique;Inert atmosphere;
Steps:
1 Example 1 Preparation of 1,4-benzenediacetaldehyde
A Schlenk tube equipped with a magnetic stir bar was charged with 1,4-benzenediacetic acid (9.7 g, 50.0 mmol) and tris(pentafluorophenyl)borane (1.3 mg, 2.5 μmol). Then 50 mL of benzene (C6H6) was added under argon. Then, triethylsilane (17.52 g / 28.75 mL, 180.0 mmol) was added dropwise at 23 ° C.After 6 hours of reaction, all volatiles (including solvent and excess triethylsilane) were removed under vacuum to give a crude material.Add 200 mL of tetrahydrofuran solvent to the crude product, then add 200 mL of hydrochloric acid solution (1 mM).After the completion of the stirring, further stirring was continued at room temperature for 3 hours, and extracted three times with 300 mL of ethyl acetate.The organic phase was washed with brine and dried over magnesium sulfate.The organic layer was dried with anhydrous MgSO4, filtered and evaporated.The concentrated product was purified on a silica gel column (200-300 mesh), eluent, ethyl acetate:hexanehexane = 1:1 (v: v),Concentrate the eluent,A white solid 7.2 g of 1,4-benzenediacetaldehyde was obtained in a yield of 90%.
References:
CN109721477,2019,A Location in patent:Paragraph 0023; 0024; 0025; 0026; 0027
5140-03-4
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2664-28-0
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36076-26-3
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