Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 1,5-Dimethylcycloocta-1,5-diene | HCID 77371 | — |
| Product | HCID 15965621 | HCID 15965621 | 90% |
Reaction Steps
100 g (0.73 mol) of 1,5-dimethylcycloocta-1,5-diene together with 200 ml of methylene chloride were placed in a 500 ml four-necked flask. While cooling to an internal temperature of 0-5° C., 60 g (1.64 mol) of hydrogen chloride were fed in at atmospheric pressure over a period of 4 hours. Unreacted hydrogen chloride was subsequently removed by stripping with nitrogen. The solvent was then removed completely under reduced pressure. The product was finally purified by distillation (boiling point: 85-88° C. at 2 mbar) to give 137.1 g (90% of theory) of 1,5-dichloro-1,5-dimethylcyclooctane as a colorless liquid. 1H-NMR (CDCl3; 500 MHz): 2.40-2.25 (m); 2.20-1.95 (m); 1.8-1.7 (m); 1.7-1.5 (m). 13C{1H}-NMR (CDCl3; 400 MHz): 74.6 (s, 2C); 42.4 (s, 4C); 34.5 (s, 2C); 21.5 (s, 2C).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07288614B2 |
|---|
| Source dataset | uspto-grants-2007_10 |
|---|
| ORD ID | ord-84dae98266344f72857a0a9626cfb635 |
|---|
| Source note | uspto-grants-2007_10 |
|---|