Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456817Generated: October 30, 2026

Pyridinium chloride → 6-(1-benzyl-5-phenyl-1H-pyrrol-2-yl)-2-naphthol

https://huagongshe.com/reaction/456817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridinium chlorideHCID 10176127—
Reactant1-benzyl-2-(6-methoxy-2-naphthyl)-5-phenyl-1H-pyrroleHCID 18439021—
Product6-(1-benzyl-5-phenyl-1H-pyrrol-2-yl)-2-naphtholHCID 18439029—

Reaction Conditions

Temperature180 °C

Reaction Steps

In a similar manner as described in step 5 of Example 1, the title compound was prepared from 1-benzyl-2-(6-methoxy-2-naphthyl)-5-phenyl-1H-pyrrole (0.22 g, 0.56 mmol), prepared in the previous step, and pyridine hydrochloride (15 g) heated to 180° C. under nitrogen for 3 hours. Purification on a Biotage FlashElute™ system with a KP-Sil Flash 40+M column (90 g Silica Gel, 60 Å) using methylene chloride as the eluent gave 6-(1-benzyl-5-phenyl-1H-pyrrol-2-yl)-2-naphthol a grayish solid (0.155 g, 73%), mp 153–154° C. Elemental Analysis for C27H21NO Calc'd: C, 86.37; H, 5.64; N, 3.73. Found: C, 85.95; H, 5.86; N, 3.59.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186749B2
Source datasetuspto-grants-2007_03
ORD IDord-965d844f99a543a5b4e2c5a79553cd6f
Source noteuspto-grants-2007_03