ChemicalBook CAS DataBase List 6-Methyl-4-phenylchroman-2-one

6-Methyl-4-phenylchroman-2-one synthesis

11synthesis methods

Product Name:6-Methyl-4-phenylchroman-2-one
CAS Number:40546-94-9
Molecular formula:C16H14O2
Molecular Weight:238.28

106-44-5

621-82-9

40546-94-9

The general procedure for the synthesis of 6-methyl-4-phenylbenzodihydropyran-2-one from p-cresol and trans-cinnamic acid is as follows: a mixture of 0.5 kg cinnamic acid, 0.401 kg p-cresol and 2.2 L xylene was stirred for 15 minutes. 0.132 kg of concentrated sulfuric acid was slowly added under continuous stirring. After addition of the acid, the reaction mixture was stirred at 140-145 °C for the reaction. After completion of the reaction, the reaction was cooled to room temperature and then washed with 1.0 L of deionized water. The reaction mixture was further cooled to 10-15 °C, and 0.5 N NaOH solution was added to deionized water, and the reaction mixture was added dropwise and stirred at the same temperature for 1 hour. The organic layer was separated and washed with deionized water. The organic layer was completely distilled under reduced pressure (30-40 mmHg) to give 3,4-dihydro-6-methyl-4-phenyl-2H-benzopyran-2-one (Yield: 0.78 kg, Yield: 97%).HPLC purity: > 95%.

106-44-5 Synthesis

106-44-5
508 suppliers
$14.00/5g

621-82-9 Synthesis

621-82-9
367 suppliers
$29.12/100G

40546-94-9
165 suppliers
$47.00/5g

Yield: 97%

Reaction Conditions:

with sulfuric acid in xylene at 140 - 145;

Steps:

1
A mixture of 0.5 kg cinnamic acid, 0.401 kg p-cresol and 2.2 L xylene was stirred for 15 minutes. 0.132 kg cone, sulfuric acid was added under stirring. After completion of acid addition, reaction mixture was stirred at 140-145⁰C. After the completion of reaction, reaction was cooled at RT then washed with 1.0 L DM water. The reaction mixture was cooled at 10-15⁰C & solution of 0.5 N NaOH in DM water was added drop wise & stirred reaction mixture at same temperature for 1 hr. The organic layer was separated & washed with DM water. Organic layer was distilled out completely under reduced pressure (30-40 mm Hg) to obtain 3,4-dihydro-6-methyl - 4-phenyl-2H-benzopyran-2-one (Yield: 0.78 kg, 97%).[151] HPLC Purity: > 95 %.

References:

ALEMBIC LIMITED;PONNAIAH, Ravi;DESAI, Sanjay;SHAH, Chankrakant Chunilal;PATEL, Kalpesh Shantibhai;PAREKH, Viral Maheshbhai WO2010/46801, 2010, A2 Location in patent:Page/Page column 15

106-44-5 Synthesis

106-44-5
508 suppliers
$14.00/5g

140-10-3 Synthesis