HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methyl-N-(3,4,5-trimethoxybenzyl)aniline → 4-Ethoxy-N-[(3,4,5-trimethoxyphenyl)methyl]aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methyl-N-(3,4,5-trimethoxybenzyl)aniline | HCID 373798 | — |
| Reactant | 158319-78-9 | HCID 373990 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Product | 4-Ethoxy-N-[(3,4,5-trimethoxyphenyl)methyl]aniline | HCID 373806 | 81.9% |
Reaction Steps
From the imine 108d (5.6 g, 17.8 mmol) and NaBH4 (3.4 g, 88 mmol), a similar procedure as described for 109a gave 109d (4.6 g, 81.9%) as white crystals: mp 76°-8° C. after recrystallization from ethanol. 1H NMR (200 MHz, CDCl3) δ6.78 (d, J=8 Hz, 2H), 6.62 (d, J=8 Hz, 2H), 6.61 (s, 2H), 4.21 (s, 2H), 3.96 (q, J=6 Hz, 2 Hz), 3.84 (s, 9H), 1.37 (t, J=6 Hz, 3H). CIMS (isobutane) m/e 318 (MH+, 27).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05430062 |
| Source dataset | uspto-grants-1995_07 |
| ORD ID | ord-a4ee8a6b171341c1ba4cbbefbec333c1 |
| Source note | uspto-grants-1995_07 |