ChemicalBook CAS DataBase List 2-Methyl-[1,1'-biphenyl]-3-carbaldehyde

2-Methyl-[1,1'-biphenyl]-3-carbaldehyde synthesis

5synthesis methods

Product Name:2-Methyl-[1,1'-biphenyl]-3-carbaldehyde
CAS Number:89951-60-0
Molecular formula:C14H12O
Molecular Weight:196.24

76350-90-8

89951-60-0

General procedure for the synthesis of 2-methyl-[1,1'-biphenyl]-3-carbaldehyde from 2-methyl-3-phenylbenzenemethanol: To a solution of dichloromethane (60 mL) containing (2-methylbiphenyl-3-yl)methanol (TCI, Art. No. H0777, 4.12 g, 20.8 mmol) was slowly added Dess-Martin periodinane ( 9.25 g, 21.8 mmol). The reaction mixture was stirred at room temperature for 30 minutes. After completion of the reaction, the reaction mixture was washed sequentially with saturated NaHCO3 solution, water and brine. The organic layer was separated, dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by fast chromatography on silica gel column with gradient elution of hexane solution with eluent from 0 to 30% ethyl acetate to obtain the target product 2-methyl-[1,1'-biphenyl]-3-carboxaldehyde (3.30 g, 80% yield).Results of LC-MS analysis: Calculated value of C14H13O(M + H)+: m/z = 197.2; Measured value: 197.2.

76350-90-8 Synthesis

76350-90-8
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$13.43/1gm:

89951-60-0
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$45.00/50mg

Yield:89951-60-0 96.9%

Reaction Conditions:

with manganese(IV) oxide in dichloromethane at 10 - 30; for 16 h;

Steps:

64 Synthesis of compound 64-d

Compound (2-methyl-[1,1'-biphenyl]-3-yl)methanol (1.98 g, 10.0 mmol) was dissolved inIn dichloromethane (100 mL), manganese dioxide (2.64 g, 30.0 mmol) was added to the solution.The reaction mixture was stirred at room temperature for 16 hours, filtered, and the filtrate was concentrated under reduced pressure.The residue was purified by silica gel column chromatography (petroleum ether:ethyl acetate=10-5:1) to obtain colorless crystals64-d (1.9 g, yield: 96.9%).

References:

CN114230512,2022,A Location in patent:Paragraph 0959-0965