HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 14674417, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | Benzeneethanethioamide, 4-methoxy-N,N-dimethyl- | HCID 156403 | — |
| Reactant | HCID 178418365 | HCID 178418365 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 14674417 | HCID 14674417 | 64% |
Reaction Steps
N,N-Dimethyl-p-methoxyphenylthioacetamide (20.9 g) in toluene was added to a solution of 1.45M isopropyl magnesium bromide in methyl t-butyl ether (80 ml) and toluene (400 ml) under an inert atmosphere of nitrogen whilst the internal temperature was maintained below 10° C. After 2 hours a solution of cyclohexanone (9.82 g) in toluene (50 ml) was added to the reaction mixture under nitrogen. After a further 15 minutes the mixture was blown over onto 1N hydrochloric acid (150 ml). The organic phase was washed, dried and evaporated. Recrystallisation of the residue from di-isopropyl ether gave the title compound (19.3 g, 64% yield), melting point 132° to 3° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05043466 |
| Source dataset | uspto-grants-1991_08 |
| ORD ID | ord-ee6a880b274444b6aa7077881dbb73b2 |
| Source note | uspto-grants-1991_08 |