1,6-Dibromohexane → Allyl-[6-[3-(4-bromo-phenyl)-benzo[b]thiophen-6-yloxy]-hexyl]methyl-amine

Participants

Role	Name	HCID	Charge
Reactant	1,6-Dibromohexane	HCID 12368	—
Reactant	N-Methylallylamine	HCID 69391	—
Reactant	3-(4-Bromophenyl)-6-methoxybenzo[b]thiophene	HCID 15422641	—
Product	Allyl-[6-[3-(4-bromo-phenyl)-benzo[b]thiophen-6-yloxy]-hexyl]methyl-amine	HCID 10917490	—
Product	6-(6-Bromo-hexyloxy)-3-(4-bromo-phenyl)-benzo[b]thiophene	HCID 10972696	—
Product	3-(4-Bromo-phenyl)-benzo[b]thiophen-6-ol	HCID 17932888	—

Reaction Steps

From 3-(4-bromo-phenyl)-6-methoxy-benzo[b]thiophene, after cleavage of the methoxy protecting group (analogously to Ex. Ab), reaction with 1,6-dibromohexane (analogously to Ex. Ac) and N-allyl-methyl-amine and salt formation (analogously to Ex. Ad), via 3-(4-bromo-phenyl)-benzo[b]thiophen-6-ol and via 6-(6-bromo-hexyloxy)-3-(4-bromo-phenyl)-benzo[b]thiophene there is obtained allyl-[6-[3-(4-bromo-phenyl)-benzo[b]thiophen-6-yloxy]-hexyl]methyl-amine.fumarate (1:1), MS: m/e 457 (M+H30 , Br).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05856503
Source dataset	uspto-grants-1999_01
ORD ID	ord-60c0ad31f3934f50b2d4eb122f530373
Source note	uspto-grants-1999_01