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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943589Generated: November 1, 2026

4-Chlorophenol → HCID 69669804, compound

https://huagongshe.com/reaction/1943589

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorophenolHCID 4684—
ReactantSodium CarbonateHCID 10340—
ReactantTriphenylphosphineHCID 11776—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantTert-butyl 2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylateHCID 9834677—
SolventTolueneHCID 1140—
ProductHCID 69669804HCID 6966980499.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

Under an inert atmosphere, 0.60 g (2.49 mmoles) of tert-butyl 2-hydroxy-7-aza-spiro[3.5]-nonane-7-carboxylate (WO 2003084948) is dissolved in 25 ml of toluene. 1.024 g (3.90 mmoles) of triphenylphosphine and 0.384 g (2.98 mmoles) of 4-chlorophenol are added. The medium is cooled to 0° C., then a solution of 0.528 g (3.03 mmoles) of diethylazodicarboxylate in 3 ml of toluene is added. The medium is stirred for 14 hrs at ambient temperature then concentrated under vacuum. The residue obtained is taken up in a saturated aqueous solution of sodium carbonate and extracted twice with dichloromethane. The combined organic phases are washed once with a saturated aqueous solution of sodium chloride, dried over sodium sulphate, filtered and concentrated under vacuum. 0.874 g of a residue is obtained, which is used as such in the following stage.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394787B2
Source datasetuspto-grants-2013_03
ORD IDord-e50e0b4a767f47a6aec3d5527786d710
Source noteuspto-grants-2013_03