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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918227Generated: November 2, 2026

tert-Butanol → HCID 68089406, compound

https://huagongshe.com/reaction/1918227

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantDiisopropylethylamineHCID 81531—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantHCID 68089260HCID 68089260—
ProductHCID 68089406HCID 68089406—

Reaction Steps

A mixture of 5.6 g (17 mmol) rac-(3R,4R)-1-Benzyl-4-(4-chloro-phenyl)-3-methyl-pyrrolidine-3-carboxylic acid, 2.4 g (18.7 mmol) DIPEA and 5.14 g (18.7 mmol) diphenylphosphoryl azide in 120 mL tert.-butanol was heated to reflux over night. The mixture was concentrated under vacuum and purified by column chromatography on silica eluting with a gradient formed from heptane and ethyl acetate to yield after evaporation of the product containing fractions 4.63 g (68%) of the title compound as yellow viscous oil. MS m/e: 401.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618303B2
Source datasetuspto-grants-2013_12
ORD IDord-1446ea946d1e4acf861854d6a212830a
Source noteuspto-grants-2013_12