HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → HCID 14555476, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (R)-1-((Benzyloxy)carbonyl)pyrrolidin-3-yl methanesulfonate | HCID 14555473 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 14555476 | HCID 14555476 | 91.4% |
Reaction Steps
A solution of 20.5 g (72 mmol) of (R)-3-[(methylsulfonyl)oxy]-1-pyrrolidinecarboxylic acid, phenylmethyl ester in 100 ml of dry N,N-dimethylformamide was treated with 6.5 g (0.1 mol) of sodium azide and heated at 90° for four hours. The solvent was removed in high vacuo at 50° and the residue was partitioned between ethyl acetate/water (250 ml each). The aqueous layer was reextracted with ethyl acetate and the combined organic fractions were washed with water, dried (MgSO4) and evaporated in vacuo to give 16.2 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04916141 |
| Source dataset | uspto-grants-1990_04 |
| ORD ID | ord-97bcf278752f427eb39077ab26afa329 |
| Source note | uspto-grants-1990_04 |