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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 219871Generated: October 26, 2026

Sodium borohydride → (5-Bromo-2-(2-methylpiperidin-1-YL)phenyl)methanol

https://huagongshe.com/reaction/219871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant5-Bromo-2-(2-methylpiperidin-1-YL)benzaldehydeHCID 23091101—
SolventMethanolHCID 887—
SolventAmmonium ChlorideHCID 25517—
Product(5-Bromo-2-(2-methylpiperidin-1-YL)phenyl)methanolHCID 5855419797%

Reaction Steps

To a solution of 5-bromo-2-(2-methylpiperidin-1-yl)benzaldehyde (16.30 g; 57.76 mmol) in MeOH (300 mL) was added sodium borohydride (2.19 g; 57.76 mmol) at 5° C. in a portion-wise fashion and stirred for 30 min. After this time, reaction mixture was diluted with a saturated aqueous solution of NH4Cl (300 mL), extracted with EtOAc. The org layers were washed with aqueous solution of NH4Cl (150 mL), brine (300 mL), dried over MgSO4 and evaporated under vacuum to give the title compound as a yellow oil (15.9 g, 97%). LC/MS (Method A): 285.6 (M+H)+. HPLC (Method A): Rt 2.13 min (Purity: 94.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202865B2
Source datasetuspto-grants-2012_06
ORD IDord-7623db50dd62442a9174e143c5e24cd4
Source noteuspto-grants-2012_06