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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 341510Generated: November 1, 2026

Phenol → HCID 57234639, compound

https://huagongshe.com/reaction/341510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantTriphenylphosphineHCID 11776—
ReactantDi-tert-butyl azodicarboxylateHCID 97268—
ReactantTert-butyl 4-(hydroxymethyl)piperidine-1-carboxylateHCID 2764081—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57234639HCID 5723463971.2%

Reaction Steps

tert-Butyl 4-(hydroxymethyl)piperidine-1-carboxylate (0.300 g, 1.393 mmol), phenol (0.122 mL, 1.393 mmol), triphenylphosphine (0.440 g, 1.672 mmol) and N-{[(tert-butoxy)carbonyl]imino}(tert-butoxy)formamide (0.390 g, 1.672 mmol) were combined in THF (4 mL) and stirred at room temperature for 18 h. The reaction mixture was concentrated under reduced pressure and purified by FCC (EtOAc: heptane, 1:1) to afford a white solid. This was further purified by trituration with diethyl ether to afford the title compound (0.289 g, 71%). Method B HPLC-MS: MH+ requires m/z=292 Found: m/z=235 (MH+-tBu), Rt=2.44 min (71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895733B2
Source datasetuspto-grants-2014_11
ORD IDord-b6405e247dd2463aa245e019d408cecc
Source noteuspto-grants-2014_11