HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butyric Acid → Ethyl 4-[(3-methoxyphenyl)sulfanyl]-3-oxobutanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butyric Acid | HCID 264 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 4-chloroacetoacetate | HCID 69484 | — |
| Reactant | 3-Methoxybenzenethiol | HCID 84989 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Ethyl 4-[(3-methoxyphenyl)sulfanyl]-3-oxobutanoate | HCID 21816283 | 99.1% |
Reaction Steps
To a 0° C. solution of 3-methoxy-benzenethiol (5.75 g, 41.0 mmol) and potassium carbonate (11.45 g, 82.02 mmol) in acetonitrile (150 mL) is added butanoic acid, 4-chloro-3-oxo-butanoic acid ethyl ester 6.12 mL, 45.11 mmol). The mixture is stirred at room temperature for 2 hours and filtered through a pad of diatomaceous earth. The filtrate is concentrated under reduced pressure. The residue is purified via silica gel chromatography eluting with 25-30% EtOAc/Hexanes to provide the title compound (10.9 g, 99%). MS: 267.0 (M−1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863302B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-c62ece3bbcde4a36a9634fb8e248ee88 |
| Source note | uspto-grants-2011_01 |