HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2-Azatricyclo[3.3.1.13,7]dec-5-ylmethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl 5-(hydroxymethyl)-2-azatricyclo[3.3.1.13,7]decane-2-carboxylate | HCID 89720512 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Azatricyclo[3.3.1.13,7]dec-5-ylmethanol | HCID 89714961 | 97% |
Reaction Steps
To a 50 mL RB flask fitted with magnetic stirrer tert-butyl 5-(hydroxymethyl)-2-azatricyclo[3.3.1.13,7]decane-2-carboxylate, Intermediate-15 (0.12 g, 0.45 mmol) in DCM (5 mL) was added. The reaction mixture was cooled to 00° C. followed by addition of trifluoroacetic acid (0.26 g, 2.2 mmol). This mixture was stirred for 4 hours. After completion of the reaction (reaction was monitored by LCMS) reaction mixture was concentrated followed by trituration with mixture of hexane:ether (1:1) to give Intermediate-16 (0.12 g, yield=97%) as an oily mass.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09303016B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-6c7fcacb72004c15958373698836343f |
| Source note | uspto-grants-2016_04 |