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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 349736Generated: October 30, 2026

3,4-Dichlorophenol → HCID 22322443, compound

https://huagongshe.com/reaction/349736

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-DichlorophenolHCID 7258—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22322443HCID 2232244373.8%

Reaction Steps

Diethyl azodicarboxylate (41.0 ml) was added to a solution of triphenylphosphine (62.9 g) in tetrahydrofuran (800 ml) at 0° C. After 15 minutes 3,4-dichlorophenol (39.1 g) was added, after a further 15 minutes tert-butyl 4-hydroxy-1-piperidinecarboxylate (48.3 g) in tetrahydrofuran (400 ml) was added dropwise over 30 min. The solution was stirred at room temperature for 16 hours and concentrated to a small volume. Purification by chromatography (ethyl acetate:iso-hexane 95:5) gave the sub-title compound as an oil (61.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179922B2
Source datasetuspto-grants-2007_02
ORD IDord-f0207529a6be4ce49c1b97ede33d50c3
Source noteuspto-grants-2007_02