HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 7-Chloro-3,3-dimethyl-2,3-dihydro-1H-inden-5-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | Isoprene | HCID 6557 | — |
| Reactant | 3-Chlorophenol | HCID 7933 | — |
| Catalyst | Phenothiazine | HCID 7108 | — |
| Solvent | 1,2-Dichlorobenzene | HCID 7239 | — |
| Product | 7-Chloro-3,3-dimethyl-2,3-dihydro-1H-inden-5-ol | HCID 3017551 | 16.4% |
Reaction Steps
449 g of isoprene, stabilized with 1.35 g of phenothiazine, were added dropwise over the course of 5.5 hours to a solution of 771 g of m-chlorophenol, 77 g of 85% strength phosphoric acid and 6 ml of water in 1.44 liters of o-dichlorobenzene at 150° C. To complete the reaction, stirring was continued overnight at 150° C. After cooling, the acid phase was separated off and extracted by shaking with toluene. The combined organic phases were washed until neutral. Fractional distillation gives 194 g of 7-chloro-3,3-dimethyl-5-hydroxy-indane; boiling point 105°-110° C/0.5 mm Hg; melting point 86.5° - 87.5° C. ##STR38##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04107324 |
| Source dataset | uspto-grants-1978_08 |
| ORD ID | ord-049ecd6e8eff416991056ebddebe3169 |
| Source note | uspto-grants-1978_08 |