HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-bromo-2,2-dimethyl-1-benzothiophen-3(2H)-one 1,1-dioxide → Tert-butyl{4-chloro-2-[(2,2-dimethyl-1,1-dioxido-3-oxo-2,3-dihydro-1-benzothien-6-yl)ethynyl]phenoxy}acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-bromo-2,2-dimethyl-1-benzothiophen-3(2H)-one 1,1-dioxide | HCID 56594109 | — |
| 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-[(2,2-dimethyl-1,1-dioxido-3-oxo-2,3-dihydro-1-benzothien-6-yl)ethynyl]phenoxy}acetate | HCID 58521949 | 91% |
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-1-benzothiophen-3(2H)-one 1,1-dioxide (Intermediate 241), the title compound was obtained in 91% yield 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-475cdb6a90c9454db162156b7b75a46b |
| Source note | uspto-grants-2012_09 |