Acetic Acid → (4-Methylbiphenyl-3-yl)methanol

Temperature

17.5 °C

123 g (625 mmol) of 2-methyl-5-phenylbenzaldehyde was dissolved in a mixture of 1.1 L of tetrahydrofuran and 110 ml of water, and to the resulted solution was dropped, at 15 to 20° C., a solution prepared by dissolving 7.7 g (203 mmol) of sodium boron hydride in 70 ml of a 0.1 wt % sodium hydroxide aqueous solution. After completion of dropping, the mixture was stirred for 4 hours at 15 to 20° C. To this reaction solution was dropped 10 g of glacial acetic acid at 20° C. or lower, and this was poured into ice water. The reaction solution was extracted with t-butyl methyl ether, the organic layer was washed with water, saturated sodium bicarbonate solution, then, saturated saline, dried over anhydrous magnesium sulfate, then, concentrated to obtain 121 of 2-methyl-5-phenylbenzyl alcohol.

1. additionto the resulted solution was dropped, at 15 to 20° C.
2. customa solution prepared
3. extractionThe reaction solution was extracted with t-butyl methyl ether
4. washthe organic layer was washed with water, saturated sodium bicarbonate solution
5. dry with materialsaturated saline, dried over anhydrous magnesium sulfate
6. concentrationconcentrated

ORD record

ord-4bcacee149ec4da088bc4aad7a767d4a

Source dataset

uspto-grants-2004_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06762197B2