HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → HCID 86623921, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | Tert-butyl 4-(3-(5-(5-(trimethylsilyl)pent-4-ynyloxy)pyridin-2-yloxy)benzylidene)piperidine-1-carboxylate | HCID 66876269 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86623921 | HCID 86623921 | 99.8% |
Reaction Steps
To a solution of tert-butyl 4-(3-(5-(5-(trimethylsilyl)pent-4-ynyloxy)pyridin-2-yloxy)benzylidene)piperidine-1-carboxylate (0.7 g, 1.34 mmol) in dry THF (4 mL) was added TBAF (3.8 mL, 13.4 mmol) dropwise maintaining ice-cooled conditions. The mixture was stirred for 30 min. The reaction was concentrated and then partitioned between saturated NaHCO3 solution and CH2Cl2. The organic layer was dried over Na2SO4 and concentrated under reduced pressure to give the title compound (0.6 g, 98% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044052B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-a93c18f5acfd46119d30abf582e565f0 |
| Source note | uspto-grants-2011_10 |