HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 1357354-51-8
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 1810076-94-8 | HCID 118390010 | — |
| Product | 1357354-51-8 | HCID 71305997 | 58% |
Reaction Steps
To a solution of tert-butyl 4-oxo-2-azaspiro[4.4]nonane-2-carboxylate (8.56 g, 35.77 mmol) in ammonia (7M in methanol, 100 mL) was added Ti(Oi-Pr)4 (22.37 g, 78.6 mmol) and the reaction mixture was stirred at rt overnight. Then NaBH4 (2.71 g, 71.54 mmol) was added portion-wise and the resulting mixture was stirred at rt for another 2 h and concentrated in vacuo. The residue was purified by silica gel column chromatography (DCM/MeOH (v/v)=10/1) to give the product as yellow oil (5 g, 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403801B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-a118dcffd5454af0830bb261547b4c34 |
| Source note | uspto-grants-2016_08 |