Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 69621483 | HCID 69621483 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22046634 | HCID 22046634 | 78% |
Reaction Steps
A solution of TBAF in THF (4.3 mL of a 1N solution, 4.3 mmol) was added to a rapidly stirred solution of 129 (0.37 g, 0.9 mmol) in THF (10 mL) and the reaction mixture heated to 35° C. for 2 h. The reaction mixture was diluted with EtOAc (50 mL), dried over anhydrous MgSO4, filtered and removal of excess solvent by rotary evaporation under reduced pressure afforded the product as a brown oil (0.18 g, 0.7 mmol, 78%). H1 NMR (CDCl3) mixture of C11/C11′R/S carbinolamine methyl ethers δ 7.08 (s, 1H), 4.43 (d, 1H, J=8.79 Hz), 4.05-3.23 (m, 12H), 2.3-1.48 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07049311B1 |
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| Source dataset | uspto-grants-2006_05 |
|---|
| ORD ID | ord-8b71dcb9d39448c893083f14ed0b732f |
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| Source note | uspto-grants-2006_05 |
|---|