Dibah → (2-Chloro-4-methylphenyl)methanol

Methyl 2-chloro-4-methylbenzoate (520 mg, 2.82 mmol) was dissolved in Dichloromethane (DCM) (15 mL) and at 0° C. Dibal-H (4.694 ml, 7.04 mmol) was slowly added. The mixture was left at 0° C. for 2H and then at room temperature overnight. Next morning HPLC showed no starting material remaining, reaction was quenched with Rochelle salt, and leaving under stirring for 1 hour and then it was extracted with DCM, dried and concentrated to afford 365 mg of the final compound, pure enough to be used in the next step.

1. waitThe mixture was left at 0° C. for 2H
2. customat room temperature
3. customovernight
4. customreaction
5. customwas quenched with Rochelle salt
6. customleaving
7. extractionit was extracted with DCM
8. customdried
9. concentrationconcentrated

ORD record

ord-d8e7fb9e4deb49f58b3479ebbf6b83e1

Source dataset

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08097628B2