HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 14685736, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | TBAF tetrahydrofuran | HCID 11078149 | — |
| Reactant | HCID 22161778 | HCID 22161778 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 14685736 | HCID 14685736 | 105% |
Reaction Steps
8-t-Butyldimethylsilyloxymethyl-4-allyloxy-1-ethyl-1,2,3,4-tetrahydroquinoline (1.81 g) was dissolved in tetrahydrofuran (20 ml), and to this solution was added dropwise 1M tetrabutylammonium fluoride-tetrahydrofuran solution (6 ml) under ice-cooling. The mixture was stirred for 1 hour at the same temperature. Water was added to the reaction mixture and after distilling off tetrahydrofuran, the residue was extracted with dichloromethane. The extract was dried over anhydrous magnesium sulfate and distilled off then 8-hydroxymethyl-4-allyloxy-1-ethyl-1,2,3,4-tetrahydroquinoline (1.30 g) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04963566 |
| Source dataset | uspto-grants-1990_10 |
| ORD ID | ord-20f6e5b17fe544c3bf58ca1e80212882 |
| Source note | uspto-grants-1990_10 |