HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → Methyl beta-oxocyclohexanebutanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methyl acetoacetate | HCID 7757 | — |
| Reactant | Cyclohexylacetyl chloride | HCID 2757989 | — |
| Reactant | Calcium Hydroxide | HCID 6093208 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | Methyl beta-oxocyclohexanebutanoate | HCID 539146 | 98.9% |
Reaction Steps
Under the same conditions as in Example 1, 116 g (1.0 mol) of methyl acetoacetate in a mixture of 520 ml of methylene chloride and 30 ml of methyl ethyl ketone were reacted with 77.8 g (1.05 mol) of calcium hydroxide and 176.7 g (1.1 mol) of cyclohexylacetyl chloride. The subsequent reaction time after the ammonia had been metered in was 6 hours at a pH of 9.5. This gave 196 g (GC purity 75.0%) of methyl 4-cyclohexylacetoacetate (yield 74.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05194671 |
| Source dataset | uspto-grants-1993_03 |
| ORD ID | ord-af841fd2b85f4301bd678dbc35ccb5f5 |
| Source note | uspto-grants-1993_03 |