HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylaniline → HCID 10219937, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylaniline | HCID 7515 | — |
| Reactant | 4-Chlorobenzonitrile | HCID 12163 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 10219937 | HCID 10219937 | 98% |
Reaction Steps
According to the general procedure B, 4-chlorobenzonitrile (74 mg, 0.50 mmol) reacted with N-methylaniline (64 mg, 0.60 mmol) using 1 mol % of Pd(dba)2, 2 mol % of Ph5FcP(t-Bu)2, and sodium tert-butoxide (58 mg, 0.60 mmol) in toluene at 45° C. to give the title compound (102 mg, 91%): 1H-NMR(400 MHz, CDCl3): δ 7.47-7.39 (m, 4H), 7.28 (t, 1H), 7.21 (d, 2H), 6.74 (d, 2H, J=9.0 Hz), 3.36 (s, 3H). 13C{1H}-NMR (100 MHz, CDCl3): δ. GC/MS(EI): m/z 208 (M+), 192.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562989B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-922dfec5aa314580971dea7f383f5948 |
| Source note | uspto-grants-2003_05 |