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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2042589Generated: November 2, 2026

Toluene → HCID 59651926, compound

https://huagongshe.com/reaction/2042589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTriphenylphosphineHCID 11776—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantHCID 20193455HCID 20193455—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59651926HCID 59651926—

Reaction Conditions

Temperature0 °C

Reaction Steps

To triphenylphosphine (2.48 g, 9.48 mmol) in THF (25 mL) was added 40% w/w DEAD in toluene (4.00 mL, 8.95 mmol) and the reaction was cooled at 0° C. before adding a mixture of 4-hydroxy-boc-piperidine (1.44, 7.14 mmol) and 4-(4-hydroxyphenyl)-oxo-butyric acid ethyl ester (1.3 g, 5.8 mmol) in THF (25 mL). After overnight stirring at r.t., the reaction was concentrated and the product was purified using a Single Step column (7:3 hexanes:ethyl acetate) to obtain 2.17 g (91%); MS m/z 406 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586588B2
Source datasetuspto-grants-2013_11
ORD IDord-392c2af5919c4c899455b708ca1f7d8c
Source noteuspto-grants-2013_11