HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Naphthol → tert-Butyl (R)-3-(naphth-2-yloxymethyl)pyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Naphthol | HCID 8663 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | tert-Butyl (3R)-3-(hydroxymethyl)pyrrolidine-1-carboxylate | HCID 1514340 | — |
| Product | tert-Butyl (R)-3-(naphth-2-yloxymethyl)pyrrolidine-1-carboxylate | HCID 67351381 | 53.8% |
Reaction Steps
The procedure is the same as for Example 1 (Stage 1.2) starting from 2.00 g (9.94 mmol) of tert-butyl (R)-3-(hydroxymethyl)pyrrolidine-1-carboxylate (commercial), 2.00 g (13.91 mmol) of naphth-2-ol, 3.90 g (14.91 mmol) of triphenylphosphine and 3.01 g (14.91 mmol) of diisopropyl azodicarboxylate. 1.75 g of product are obtained in the form of an oil after purification on a column of silica gel, elution being carried out with dichloromethane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09000010B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-edd8ad9a806d4a28872e88c50cc18ad7 |
| Source note | uspto-grants-2015_04 |