Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Lithium amide | HCID 24532 | — |
| Reactant | 1,1'-(Chloromethylene)bis(4-fluorobenzene) | HCID 2723773 | — |
| Reactant | HCID 14403133 | HCID 14403133 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15745338 | HCID 15745338 | 84.1% |
Reaction Steps
3.5 g 3-cyclopropylmethyl-9,9-dimethyl-3,7-diazabicyclo[3,3,1]nonane were dissolved in 25 ml dimethylformamide, and 0.8 g lithium amide were added to the solution. The reaction mixture was then maintained at a temperature of 60° C. for one hour and subsequently allowed to cool. After cooling, a solution of 8 g bis-(4-fluorophenyl)methyl chloride in 10 ml dimethylformamide was added in drops, and the reaction mixture was stirred for a further 4 hours at 40° C. Then aqueous citric acid solution was added to the reaction mixture, and the mixture was worked up as described in Example 1. 5.8 g 7-[bis-(4-fluorophenyl)methyl]-3-cyclopropylmethyl-9,9-dimethyl-3,7diazabicyclo[3,3,1]nonane were obtained as an oleaginous base.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04912113 |
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| Source dataset | uspto-grants-1990_03 |
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| ORD ID | ord-3f9e365cd614483a8984c697d3482eb0 |
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| Source note | uspto-grants-1990_03 |
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