HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → (R)-N-[3-(4-isopropylphenyl)prop-2-enyl]-1-(3-methoxyphenyl)ethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4-Isopropylcinnamonitrile | HCID 4319058 | — |
| Reactant | (R)-1-(3-Methoxyphenyl)ethylamine | HCID 7020759 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Product | (R)-N-[3-(4-isopropylphenyl)prop-2-enyl]-1-(3-methoxyphenyl)ethylamine | HCID 53750765 | — |
Reaction Steps
In a similar fashion, 4-isopropylcinnamonitrile was treated with diisobutyl aluminum hydride and the intermediate aluminum-imine complex treated with (R)-1-(3-methoxyphenyl)ethylamine. The intermediate imine was treated with ethanolic sodium borohydride. Work-up and chromatography yielded (R)-N-[3-(4-isopropylphenyl)prop-2-enyl]-1-(3-methoxyphenyl)ethylamine, 12E, as a clear, colorless oil; m/z (rel. int.) 309 (M+, 9), 294 (7),174 (98),159 (22),135 (80), 117 (100),105 (35), 91 (37), 77 (19).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06211244B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-4f0a096359be4b398f06ceff127c9e8b |
| Source note | uspto-grants-2001_04 |