Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Cyclopropyl 4-fluorophenyl ketone | HCID 69876 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 14924451 | HCID 14924451 | 93.4% |
Reaction Steps
Cyclopropyl p-fluorophenyl ketone (1.12 g, 6.9 mmol) is added to 3 ml of dimethylsulfoxide (DMSO). The flask is sealed with a septum and the solution stirred and cooled to 0° C. in an ice bath. Anhydrous dimethylamine (3.4 g, 75.5 mmol) is added by syringe and the solution is gradually warmed to room temperature and allowed to stir at room temperature for 72 hrs. The precipitate is filtered and washed with DMSO and ether. Recrystallization from acetone-pentane (1:1) yielded p-N,N-dimethylaminophenyl cyclopropyl ketone as a white crystalline solid (1.22 g, 92.8%); m.p. 139°-141° C.; IR (KBr):158 cm-1 (C=O); NMR (CDCl3) δ:0.99 (m,2H); 1.16 (m,2H ) 2.60 (m,1H); 3.05 (s,6H); 6.67 (d,2H); 7.96 (d,2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | USH0001209 |
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| Source dataset | uspto-grants-1993_07 |
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| ORD ID | ord-3d2cc5133a4d40fda5095b78e60739ed |
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| Source note | uspto-grants-1993_07 |
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