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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1439939Generated: October 30, 2026

Benzonitrile, 3-(bromomethyl)- → (2R*,3R*)-1-t-Butyloxycarbonyl-3-((3-cyanophenyl)methyloxy)-2-phenylpiperidine

https://huagongshe.com/reaction/1439939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzonitrile, 3-(bromomethyl)-HCID 97249—
Reactant1-t-Butyloxycarbonyl-3-hydroxy-2-phenylpiperidineHCID 21584093—
Product(2R*,3R*)-1-t-Butyloxycarbonyl-3-((3-cyanophenyl)methyloxy)-2-phenylpiperidineHCID 53964633—

Reaction Steps

This compound was prepared from 1-t-butyloxycarbonyl-3-hydroxy-2-phenylpiperidine (Description 1c) and α-bromo-m-tolunitrile according to the procedure described in Example 1d. 1H NMR (360 MHz, CDCl3) δ 1.49 (9H, s, (CH3)3), 1.6-1.72 (2H, m), 1.87-1.99 (2H, m), 2.72 (1H, dt, J=13, 4 Hz, NCHH), 3.80-3.95 (2H, m, CHO+NCHH), 4.65 (2H, q, J=12 Hz, OCH2), 5.69 (1H, brs, CHPh), 7.1-7.5 (9H, m, ArH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05496833
Source datasetuspto-grants-1996_03
ORD IDord-6b2afaae6b7c471badbcf6832960ac03
Source noteuspto-grants-1996_03