Bis(2-chloroethyl) ether → 5-Morpholinobenzo[b]furan

Reaction equation

[NH2:1][C:2]1[CH:10]=[CH:9][C:5]2[O:6][CH:7]=[CH:8][C:4]=2[CH:3]=1.Cl[CH2:12][CH2:13][O:14][CH2:15][CH2:16]Cl.[OH-].[Na+]>>[O:14]1[CH2:15][CH2:16][N:1]([C:2]2[CH:10]=[CH:9][C:5]3[O:6][CH:7]=[CH:8][C:4]=3[CH:3]=2)[CH2:12][CH2:13]1

Participants

Reactant 3

HCID 8115Bis(2-chloroethyl) ether

HCID 14798Sodium Hydroxide

HCID 14771521-Benzofuran-5-amine

Product 1

HCID 202650545-Morpholinobenzo[b]furan

Procedure

5-Aminobenzo[b]furan and bis-(2-chloroethyl)ether and 40% aqueous NaOH (0.073 mole) are stirred and heated to provide the title compound.

Workup

temperatureheated

Sources & evidence

ORD record: ord-76e56bcaa32240e7b02fb8bced091c65
Source dataset: uspto-grants-1985_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04544667

Reaction notes

Loading…