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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177490Generated: October 30, 2026

Water → HCID 20816953, compound

https://huagongshe.com/reaction/2177490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant1-((Tert-butoxy)carbonyl)-3-methylpiperidine-3-carboxylic acidHCID 18619761—
SolventTolueneHCID 1140—
ProductHCID 20816953HCID 20816953—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a suspension of 727 mg (3.0 mmol) rac-3-methyl-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester (CAS: 534602-47-6) in 8 ml toluene was added at ambient temperature 0.42 ml (3.0 mmol) triethylamine. To the resulting solution was added under stirring 0.72 ml (3.3 mmol) diphenylphosphoryl azide and the mixture heated to 90° C. (gas evolution) for 90 min. The reaction mixture was poured onto iced water and extracted 3 times with tert-butyl methyl ether. The combined extracts were washed with brine, dried over sodium sulfate, filtered and evaporated. The title compound was obtained as slightly yellow oil which was used without purification in the next step. MS (m/e): 240 (M).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067911B2
Source datasetuspto-grants-2015_06
ORD IDord-72bce0149d754feda0be7491fd55cfae
Source noteuspto-grants-2015_06