Potassium Carbonate → 4-(3,4-Dichloro-phenyl)-4-[3-(tetrahydro-pyran-2-yloxy)-propyl]-1-(3,4,5-trimethoxy-benzyl)-pyrrolidine

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	5-(Bromomethyl)-1,2,3-trimethoxybenzene	HCID 10355271	—
Reactant	4-(3,4-Dichloro-phenyl)-4-[3-(tetrahydro-pyran-2-yloxy)-propyl]-pyrrolidine	HCID 18333418	—
Solvent	Ethyl Acetate	HCID 8857	—
Solvent	Oxolane--water (1/1)	HCID 21881883	—
Product	4-(3,4-Dichloro-phenyl)-4-[3-(tetrahydro-pyran-2-yloxy)-propyl]-1-(3,4,5-trimethoxy-benzyl)-pyrrolidine	HCID 18333474	—

Reaction Steps

Combine 4-(3,4-dichloro-phenyl)-4-[3-(tetrahydro-pyran-2-yloxy)-propyl]-pyrrolidine (10 mmol), K2CO3 (30 mmol), and 3,4,5-trimethoxy-benzyl bromide (10 mmol) in THF/H2O (4/1, 200 mL). Heat to reflux and stir for 16 h. Concentrate in vacuo to obtain a residue. Dilute the residue with ethyl acetate and extract with H2O. Separate the layers, dry the organic layer over MgSO4, filter, and concentrate in vacuo. Chromatograph on silica gel to give the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05635510
Source dataset	uspto-grants-1997_06
ORD ID	ord-2675bd1e05694375a2bb9842c49604f0
Source note	uspto-grants-1997_06