HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-[4-(1-Pyrrolidinyl)-1-piperidinyl]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Tetrabutylammonium (cyano-C)trihydroborate | HCID 2724287 | — |
| Reactant | 4-(3,6-Dihydro-4-(1-pyrrolidinyl)-1(2H)-pyridinyl]benzonitrile | HCID 14626792 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Product | 4-[4-(1-Pyrrolidinyl)-1-piperidinyl]benzonitrile | HCID 11334315 | — |
Reaction Steps
A solution of 2 g (0.0079 mol) of the compound of (C), 5 ml of 4.66M HCl (in isopropyl alcohol), 40 ml of methylene chloride and 4.46 g of tetrabutylammonium cyanoborohydride is stirred at ambient temperature overnight. The solution is diluted with sat. Na2CO3 solution and extracted with methylene chloride. The combined extracts are dried (Na2SO4) and concentrated in vacuo to give the title compound. An analytical sample is prepared by recrystallization from cyclohexane: m.p. 88°-89° C.; IR (KBr) 2200, 1600, and 820 cm-1 ; NMR (CDCl3) δ7.45 (d, 2H), 6.85 (d, 2H), 4.0-3.7 (m, 1H), 2.95-2.65 (m, 8H), and 2.15-1.65 (m, 8H); M.S. m/e 256 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04902800 |
| Source dataset | uspto-grants-1990_02 |
| ORD ID | ord-542cd8166ec243269e75afe727080f9f |
| Source note | uspto-grants-1990_02 |