HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2-Dimethoxypropane → Cyclohexanone, 2-(2-propen-1-yl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2-Dimethoxypropane | HCID 6495 | — |
| Reactant | Allyl Alcohol | HCID 7858 | — |
| Reactant | Cyclohexanone | HCID 7967 | — |
| Catalyst | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Cyclohexanone, 2-(2-propen-1-yl)- | HCID 78944 | 72% |
Reaction Steps
A solution of cyclohexanone (98.1 g, 1 mol), allyl alcohol (127.8 g, 2.2 mol), dimethoxypropane (114.6 g, 1.1 mol), and PTSA.H2O (0.1 g, 0.5 mmol) in toluene (0.51) was heated at reflux in a flask equipped with a microdistillation column (30×2.5 cm, filled with Raschig rings). After collecting the fractions distilling at 25-60° C. and 60-110° C., the residue (120 g) was distilled using a 10 cm-Vigreux-column (0.07-0.06 mbar, head temperature: 57° C.) giving 2-allylcyclohexanone (99.1 g, 72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012391B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-2da0114382ec4575a762b0100fbbc525 |
| Source note | uspto-grants-2015_04 |