HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-1-(3-fluorophenyl)ethan-1-ol → N-{2-(4-{(E)-2-Carbomethoxyethenyl}phenyl)-1-methylethyl}-2-hydroxy-2-(3-fluorophenyl) ethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-1-(3-fluorophenyl)ethan-1-ol | HCID 35800 | — |
| Reactant | 4-{(E)-2-carbomethoxyethenyl}phenylpropan-2-one | HCID 19874532 | — |
| Product | N-{2-(4-{(E)-2-Carbomethoxyethenyl}phenyl)-1-methylethyl}-2-hydroxy-2-(3-fluorophenyl) ethanamine | HCID 70529992 | 39.2% |
Reaction Steps
This was prepared in an identical manner to the compound described in Example 1 using 2-hydroxy-2-(3-fluorophenyl) ethanamine (1.55 g) and 4{(E)-2-carbomethoxyethenyl}phenylpropan-2-one (2.18 g). Elution with 1% methanolchloroform on Kieselgel 60 gave the title compound (1.4 g) m.p. 75°-110° C. (benzene-heptane) as an ~45:55 mixture of diastereoisomers. τ(CDCl3) 8.9 (3H, d, J=6 Hz), 6.9-7.8 (7H, m, 2H disappears with D2O), 6.25 (3H, s), 5.45 (1H, m), 3.6 (1H, d, J=16 Hz), 2.55-3.2 (8H, m), 2.35 (1H, d, J=16 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04309443 |
| Source dataset | uspto-grants-1982_01 |
| ORD ID | ord-6b6f18a4605b4236b5968c98a05f84fb |
| Source note | uspto-grants-1982_01 |