Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Chloro-N,N-dimethylethylamine | HCID 7901 | — |
| Reactant | HCID 12813957 | HCID 12813957 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 12813961 | HCID 12813961 | 86.3% |
Reaction Steps
3.9 gm of 2-chloro-9-methoxycarbonyl-10-methyl-acridane were dissolved in 10 cc of tetrahydrofuran and 5 cc of hexamethyl phosphortriamide and the solution was heated to 45°C and 3.4 gm of potassium tert.-butylate were added thereto. After stirring the mixture for 1 hour at 45°-47°C, 4.5 gm of β-dimethylaminoethyl chloride were added thereto and the mixture was stirred for 16 hours at 46°-48°C. After cooling the mixture, 150 cc of water were added and the mixture was extracted with ether. The organic phases were washed with an aqueous solution of sodium chloride, dried over magnesium sulfate, treated with charcoal, filtered and evaporated to dryness to obtain 4.2 gm of raw 2-chloro-9 -methoxycarbonyl-9-(β -dimethylaminoethyl)-10-methyl-acridane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03957757 |
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| Source dataset | uspto-grants-1976_05 |
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| ORD ID | ord-fa95b8ae95b84cc5837086a9fa11927e |
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| Source note | uspto-grants-1976_05 |
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