HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Chlorophenacyl bromide → 1-(4-Chlorophenyl)-2-(methylsulfanyl)ethan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Chlorophenacyl bromide | HCID 68303 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(4-Chlorophenyl)-2-(methylsulfanyl)ethan-1-one | HCID 14373033 | 86.9% |
Reaction Steps
To a suspension of 2-bromo-1-(4-chlorophenyl)ethanone (1, 20 g, 86 mmol) in tetrahydrofuran (250 ml) was added sodium methanethiolate (7.2 g, 103 mmol) in tetrahydrofuran (250 ml) at −40° C. and the mixture was stirred for 1 hour. The mixture was diluted with diethyl ether and filtered off, and the filtrate was washed with brine. The solvent was evaporated off under the reduced pressure, and the residue was subjected to silica gel column chromatography (Biotage) to obtain 15 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309584B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-f3555e32fd3340799a252ea569e7e707 |
| Source note | uspto-grants-2012_11 |