HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-[5-(Tert-butyldimethylsiloxymethyl)pyridin-2-yl]benzonitrile → 2-(5-(Hydroxymethyl)pyridin-2-yl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-[5-(Tert-butyldimethylsiloxymethyl)pyridin-2-yl]benzonitrile | HCID 9996395 | — |
| Reactant | 1-Butanaminium, N,N,N-tributyl-, fluoride, hydrate | HCID 16211673 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(5-(Hydroxymethyl)pyridin-2-yl)benzonitrile | HCID 10036017 | 80% |
Reaction Steps
A mixture of 2-[5-(tert-butyldimethylsiloxymethyl)pyridin-2-yl]benzonitrile (4.9 g, 0.021 mol) and nBu4NF hydrate (8.1 g, 0.031 mol) in THF (60 mL) was stirred at room temperature for 18 h. The mixture was diluted with EtOAc, washed with water and brine, dried (MgSO4), and concentrated to give 3.5 g (80%) of product as a brown solid, mp 152°-153° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05149699 |
| Source dataset | uspto-grants-1992_09 |
| ORD ID | ord-e768228e33324aa4bed0f870bda29dc3 |
| Source note | uspto-grants-1992_09 |