HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl acetoacetate → 6-Methyl-5-hepten-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl acetoacetate | HCID 7757 | — |
| Reactant | 2-Methyl-3-buten-2-ol | HCID 8257 | — |
| Reactant | 3,7,11-Trimethyldodec-1-en-3-ol | HCID 528824 | — |
| Product | 6-Methyl-5-hepten-2-one | HCID 9862 | — |
| Product | 6,10,14-Trimethyl-5-pentadecen-2-one | HCID 53435910 | — |
Reaction Conditions
| Temperature | 165 °C |
|---|
Reaction Steps
A mixture of 637 g of 3,7,11-trimethyl-dodec-1-en-3-ol (86% pure), 8.6 g of Al isopropylate and 60 g of 3-methyl-but-1-en-3-ol was heated to 165° C. in the apparatus described in Example 12, and 471 g of methyl acetoacetate and 159 g of 3-methyl-but-1-en-3-ol were added dropwise in the course of 5 hours, whilst keeping the temperature at the 2nd theoretical plate of the column at about 90°-100° C. by appropriate adjustment of the reflux ratio. After a further 2 hours' reaction at 165° C., the mixture was worked up by distillation. 598 g of 6,10,14-trimethyl-pentadec-5-en-2-one and 161 g of 2-methyl-hept-2-en-6-one were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04310705 |
| Source dataset | uspto-grants-1982_01 |
| ORD ID | ord-7d81119d8c724f3c8c38f5f9a8197db3 |
| Source note | uspto-grants-1982_01 |