HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluorobenzonitrile → 4-(4-(Hydroxymethyl)piperidin-1-yl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluorobenzonitrile | HCID 14517 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (Piperidin-4-yl)methanol--hydrogen chloride (1/1) | HCID 24191744 | — |
| Product | 4-(4-(Hydroxymethyl)piperidin-1-yl)benzonitrile | HCID 19391296 | — |
Reaction Steps
A solution of 12.2 g of 4-hydroxymethyl-piperidine-hydrochloride, 9.8 g of 4-fluorobenzonitrile and 28.3 ml of N-ethyl-diisopropylamine is heated to 140° C. for 4 hours. After cooling, it is chromatographed over silica gel using methylene chloride and methylene chloride/ethyl acetate (1:1) as eluant. After the solvent has been removed under reduced pressure the residue remaining is triturated with petroleum ether and suction filtered. Yield: 5.1 g (29% of theory), Melting point: 148°-150° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05442064 |
| Source dataset | uspto-grants-1995_08 |
| ORD ID | ord-8c89c84550ef4a27a92cd3eab377674f |
| Source note | uspto-grants-1995_08 |