HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxy-alpha-toluenethiol → HCID 86729450, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxy-alpha-toluenethiol | HCID 80407 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | ethyl 2-(2-bromophenoxy)acetate | HCID 3310995 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86729450 | HCID 86729450 | 79% |
Reaction Steps
To a solution of ethyl 2-(2-bromophenoxy)acetate (3.0 g, 0.0116 mol) in dioxane (30 mL) was added (4-methoxyphenyl)methanethiol (2.14 g, 0.0139 mol), Pd2(dba)3 (20 mg), xantphos (20 mg) and DIEA (3 mL). The mixture was degassed 4 times (N2) and heated at reflux for 3 h, concentrated, and the crude product was purified by column chromatography. (3 g, yield 79%) MS (ESI+) e/z: 355.1 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221794B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-98574e6db942453ebcd0808ff0a71a47 |
| Source note | uspto-grants-2015_12 |