HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3,4-Dihydro-2-(2-dimethylaminoethyl)-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 2-(2-Bromoethyl)-2,5,7,8-tetramethylchroman-6-ol | HCID 13375184 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3,4-Dihydro-2-(2-dimethylaminoethyl)-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol | HCID 131242 | — |
Reaction Steps
A mixture of 12.53 g of 3,4-dihydro-2-(2-bromoethyl)-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol and liquid dimethylamine in 50 ml of dimethylformamide is stirred at room temperature for 16 hours. Water is added and the product is extracted with ethyl ether. The extract is washed with water, dried over anhydrous sodium sulfate, filtered and evaporated. One equivalent of hydrochloride acid in isopropanol is added and the resulting precipitate is recrystallized twice from isopropanol/water to yield 9.44 g of the title compound, m.p. >300° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05135945 |
| Source dataset | uspto-grants-1992_08 |
| ORD ID | ord-9d9c824fae49456d981ae5dd8a7a42ad |
| Source note | uspto-grants-1992_08 |