Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86608753 | HCID 86608753 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58747570 | HCID 58747570 | 91.6% |
Reaction Steps
[7-(2-Chloro-phenyl)-2,3-dihydro-benzofuran-2-yl]-methylamine hydrochloride (0.050 g, 0.17 mmol) was suspended in 5.0 mL of methylene chloride and diisopropylethylamine (0.072 g, 0.56 mmol) and acetic anhydride (0.029 g, 0.28 mmol) added. The mixture was stirred at room temperature for 30 min, diluted to 100 mL with methylene chloride, washed with 50 mL portions of 2 N HCl (aqueous), saturated aqueous sodium bicarbonate and saturated brine. The solution was dried over sodium sulfate, filtered and concentrated in vacuum to give 0.047 g of the title compound as an oil which slowly hardened to a white solid in vacuum. 1H-NMR (CDCl3): doublet of doublets 7.48 δ (1H); multiplet 7.33 δ (2H); doublet 7.2 δ (1H); doublet 7.06 δ (1H); triplet 6.93 δ (1H); broad singlet 5.95 δ (1H); multiplet 4.9 δ (1H); doublet of doublets 3.7 δ (1H); doublet of doublets 3.45 δ (1H); doublet of doublets 3.35 δ (1H), doublet of doublets 3.0 δ (1H), singlet 1.95 δ (3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07470799B2 |
|---|
| Source dataset | uspto-grants-2008_12 |
|---|
| ORD ID | ord-4087f2f7875249c0a3f14c47c94de681 |
|---|
| Source note | uspto-grants-2008_12 |
|---|