6-Bromo-2,2-dimethyl-2,3-dihydro-1-benzothiophene-3-ol 1,1-dioxide → Tert-butyl{4-chloro-2-[(3-hydroxy-2,2-dimethyl-1,1-dioxido-2,3-dihydro-1-benzothien-6-yl)ethynyl]phenoxy}acetate

Participants

Role	Name	HCID	Charge
Reactant	6-Bromo-2,2-dimethyl-2,3-dihydro-1-benzothiophene-3-ol 1,1-dioxide	HCID 56594111	—
Reactant	Tert-butyl(4-chloro-2-ethynylphenoxy)acetate	HCID 56594381	—
Reactant	{[2-Fluoro-5-(propylsulfonyl)phenyl]ethynyl}trimethyl silane	HCID 58521874	—
Product	Tert-butyl{4-chloro-2-[(3-hydroxy-2,2-dimethyl-1,1-dioxido-2,3-dihydro-1-benzothien-6-yl)ethynyl]phenoxy}acetate	HCID 58521946	—

Reaction Steps

Following the general method as outlined in Intermediate 107, starting from (4-chloro-2-ethynyl-phenoxy)-acetic acid tert-butyl ester (Intermediate 3) and 6-bromo-2,2-dimethyl-2,3-dihydro-1-benzothiophene-3-ol 1,1-dioxide (Intermediate 244), the title compound was obtained after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08273769B2
Source dataset	uspto-grants-2012_09
ORD ID	ord-93e1cf52ef354b94baf58b0c85b3e2ea
Source note	uspto-grants-2012_09