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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619747Generated: November 3, 2026

4-tert-Butylbenzoic acid → HCID 59830371, compound

https://huagongshe.com/reaction/1619747

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-tert-Butylbenzoic acidHCID 7403—
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
ReactantHCID 39083045HCID 39083045—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 59830371HCID 59830371—

Reaction Steps

3-Phenyl-1-oxa-2,8-diazaspiro[4.5]dec-2-ene (E) was slowly added as a hydrochloride salt (250 mg) to a solution of N-ethyldiisopropylamine (560 μl, 3 mmol), 1-hydroxybenzotriazole hydrate (133 mg, 1 mmol), O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (318 mg, 1 mmol) and 4-tert-butylbenzoic acid (176 mg, μmol) in abs. THF (8 ml). The reaction mixture was stirred overnight and diluted with EtOAc. The organic phase was washed successively with sat. aq. NaCl solution, sat. aq. NaHCO3 solution, sat. aq. NaCl solution and sat. aq. NH4Cl solution and the solvent removed under vacuum. The desired product (4-tert-butylphenyl)-(3-phenyl-1-oxa-2,8-diazaspiro[4.5]dec-2-en-8-yl)methanone was obtained in a yield of 0.42 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772307B2
Source datasetuspto-grants-2014_07
ORD IDord-0b7c096b9e4f47ecb48287aaa68f0fe6
Source noteuspto-grants-2014_07