HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl 4-[3-(4-fluorobenzyl)-4-methoxybenzyl]-3,5-dimethylphenylcarbamate → 4-[3-(4-Fluorobenzyl)-4-methoxybenzyl]-3,5-dimethylaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl 4-[3-(4-fluorobenzyl)-4-methoxybenzyl]-3,5-dimethylphenylcarbamate | HCID 22662123 | — |
| Solvent | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Product | 4-[3-(4-Fluorobenzyl)-4-methoxybenzyl]-3,5-dimethylaniline | HCID 15552187 | 61.2% |
Reaction Steps
460 mg (1.02 mmol) of tert-butyl 4-[3-(4-fluorobenzyl)-4-methokybenzyl]-3,5-dimethylphenylcarbarnate (Example IX) are stirred in 10 ml of trifluoroacetic acid/dichloromethane (10% strength solution) at room temperature overnight. After neutralization with NaHCO3 solution, the organic phase is separated, dried over sodium sulphate and concentrated in a rotary evaporator. Chromatography (cyclohexane/ethyl acetate=6:1) affords 218 mg (55%) of 4-[3-(4-fluorobenzyl)-4-methoxybenzyl]-3,5-dimethylaniline.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06803480B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-c1425fc4dcab486c9c4a194cc762fcea |
| Source note | uspto-grants-2004_10 |