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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466000Generated: November 3, 2026

2-Naphthol → tert-Butyl (R)-3-(naphth-2-yloxymethyl)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/1466000

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-NaphtholHCID 8663—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactanttert-Butyl (3R)-3-(hydroxymethyl)pyrrolidine-1-carboxylateHCID 1514340—
Producttert-Butyl (R)-3-(naphth-2-yloxymethyl)pyrrolidine-1-carboxylateHCID 6735138153.8%

Reaction Steps

The procedure is the same as for Example 1 (Stage 1.2) starting from 2.00 g (9.94 mmol) of tert-butyl (R)-3-(hydroxymethyl)pyrrolidine-1-carboxylate (commercial), 2.00 g (13.91 mmol) of naphth-2-ol, 3.90 g (14.91 mmol) of triphenylphosphine and 3.01 g (14.91 mmol) of diisopropyl azodicarboxylate. 1.75 g of product are obtained in the form of an oil after purification on a column of silica gel, elution being carried out with dichloromethane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000010B2
Source datasetuspto-grants-2015_04
ORD IDord-edd8ad9a806d4a28872e88c50cc18ad7
Source noteuspto-grants-2015_04