HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2-Oxo-3-(thiophen-2-yl)propyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(3,4-Dichlorophenyl)-2-oxopropyl Acetate | HCID 16100072 | — |
| Reactant | 1-Chloro-3-(thiophen-2-yl)propan-2-one | HCID 16100206 | — |
| Product | 2-Oxo-3-(thiophen-2-yl)propyl acetate | HCID 16100073 | 13% |
Reaction Steps
The procedure described above for the synthesis of 3-(3,4-dichlorophenyl)-2-oxopropyl acetate was followed, reacting 1-chloro-3-(thiophen-2-yl)propan-2-one (1.00 g, 5.73 mmol) with acetic acid (0.66 mL, 0.69 g, 12 mmol) and triethylamine (1.60 mL, 1.16 g, 11.5 mmol). Purification by flash chromatography over silica gel (10-40% ethyl acetate in hexanes) gave an orange oil (0.144 g, 13% yield): 1H NMR (400 MHz, CDCl3) δ 2.17 (s, 3H) 3.95 (s, 2H) 4.74 (s, 2H) 6.92-6.94 (m, 1H) 6.99 (dd, J=5.2, 3.4 Hz, 1H) 7.25 (dd, J=5.1, 1.3 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994333B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-fd48ae02d3f24a3a8ddd9454eab5ffe9 |
| Source note | uspto-grants-2011_08 |