8-benzyloxy-2-chloroquinoline

Step IB: Preparation 8-(benzyloxy)-2-chloroquinoline:; A flask was charged with 8-(benzyloxy)quinolin-2-ol (26.5 g, 105 mmol) and DCE (105 ml, 105 mmol). Oxalyl chloride (18.4 ml, 211 mmol) was added dropwise, followed by a few drops of DMF (0.5 ml, 105 mmol), and the reaction mixture was heated to 85 °C overnight. The reaction was cooled to ambient temperature and concentrated to an oil. DCM (300 mL) was added to the oil and the organic layer was washed with 300 ml of saturated NaHCC>8-(benzyloxy)quinolin-2-ol (6.6 g, 26.3 mmol) was dissolved in POCIA 500 mL flask was charged with 8-(benzyIoxy)quinolin-2-ol (26.5 g, 105 mmol) and DCE (105 ml, 105 mmol). Oxalyl chloride (18.4 ml, 211 mmol) was added dropwise, then add a couple of drops of DMF (0.5 ml, 105 mmol) were added. The reaction was heated to 85 °C overnight. The reaction was cooled to ambient temperature and concentrated to an oil. DCM (300 mL) was added to the oil and the organic layer was washed with 300 ml of saturated NaHCψ

Molecular Weight:269.72
XLogP3:4.5
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:269.0607417
Monoisotopic Mass:269.0607417
Topological Polar Surface Area:22.1
Heavy Atom Count:19
Complexity:280
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes