HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82822Generated: October 29, 2026
Nitrogen → (2-(2-Methoxypropan-2-yl)oxazol-4-yl)methanol
https://huagongshe.com/reaction/82822
Participants
| Role | Name | HCID | Charge |
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| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 4-(((tert-Butyldimethylsilyl)oxy)methyl)-2-(2-methoxypropan-2-yl)oxazole | HCID 86698205 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (2-(2-Methoxypropan-2-yl)oxazol-4-yl)methanol | HCID 67958000 | — |
Reaction Steps
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 4-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-methoxypropan-2-yl)oxazole (110 mg, 0.39 mmol) in THF (1.8 mL) was treated at 0° C. with TBAF (0.39 mL of a 1M solution in THF, 0.39 mmol) and the resulting mixture was stirred for 45 min at 0° C. The reaction mixture was diluted with EA (10 mL), washed with sat. aq. NH4Cl (5 mL) and brine, dried over MgSO4, filtered and the solvent was removed under reduced pressure. Purification of the residue by FC (3:7 hept-EA) gave the title compound as a yellow oil: TLC: rf (3:7 hept-EA)=0.20. LC-MS-conditions 07: tR=0.44 min, [M+H]+=172.01.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08846733B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-70ff6aa1909343988ad5211649e69a4c |
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| Source note | uspto-grants-2014_09 |
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