Morpholine → 4-[4-(4-Iodo-phenoxy)-phenyl]-morpholine

Participants

Role	Name	HCID	Charge
Reactant	Morpholine	HCID 8083	—
Reactant	1,1'-Oxybis(4-iodobenzene)	HCID 34360	—
Reactant	Tris(1,1-dimethylethyl)phosphine	HCID 83681	—
Reactant	sodium 2-methylpropan-2-olate	HCID 178418730	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Solvent	Toluene	HCID 1140	—
Product	4-[4-(4-Iodo-phenoxy)-phenyl]-morpholine	HCID 23627788	99%

Reaction Steps

The title compound (0.36 g, 99%) was prepared from 4-iodopheyl ether (0.42 g, 1 mmol) and morpholine (0.087 g, 1 mmol) in the presence of Pd2(dba)3 (0.027 g, 0.03 mmol), PtBu3 (0.058 g. 0.28 mmol) and NaO-t-Bu (0.095 g, 1 mmol) in toluene by using the procedure described in step 1 of Example 17: MS (ESI) m/z 382 (M+H); 1H NMR (400 MHz, CDCl3) δ 3.12 (t, J=4.8, 4H), 3.87 (t, J=4.8 Hz, 4H), 6.69-6.72 (m, 2H), 6.89-6.92 (m, 4H), 7.55-7.57 (m, 2H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07750012B2
Source dataset	uspto-grants-2010_07
ORD ID	ord-d338b8ca4dc44c5c8f99637785b18744
Source note	uspto-grants-2010_07