HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-tert-Butylbenzoic acid → HCID 59830371, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-tert-Butylbenzoic acid | HCID 7403 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | HCID 39083045 | HCID 39083045 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59830371 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772307B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-0b7c096b9e4f47ecb48287aaa68f0fe6 |
| Source note | uspto-grants-2014_07 |