HuagongsheHuagongshe Chemistry Print Report · For research reference only
TBAF tetrahydrofuran → 2-Hydroxymethyl-6-(3-dipropylaminopropyl)naphthalene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | TBAF tetrahydrofuran | HCID 11078149 | — |
| Reactant | [3-(6-t-Butyldimethylsilyloxymethylnaphthalen-2-yl)propyl]dipropylamine | HCID 23079316 | — |
| Product | 2-Hydroxymethyl-6-(3-dipropylaminopropyl)naphthalene | HCID 23079154 | 50.9% |
Reaction Steps
The compound (1.28 g) obtained in Example 121-8 was added with a 1 mol/l TBAF/THF solution (6.20 ml) and stirred overnight at room temperature. After completion of the reaction, the solvent was distilled off. Then, the residue was dissolved in chloroform and added with distilled water, followed by stirring. The solution was extracted with chloroform and the extract was then washed with saturated saline solution. The resulting organic layer was dried with anhydrous sodium sulfate. Subsequently, the solvent was distilled off and the residue was then purified through silica gel column chromatography (chloroform/ethyl acetate), thereby obtaining the subject compound (472 mg) as a brown liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07833991B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-eaf2344b60b547788dc115888bafa8c3 |
| Source note | uspto-grants-2010_11 |