HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-Bromo-4-fluoro-2-methoxy-5-(methylsulfanylmethyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Mercaptomethanide | HCID 519392 | — |
| Reactant | 5-Bromo-2-fluoro-4-methoxybenzyl bromide | HCID 97889439 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Bromo-4-fluoro-2-methoxy-5-(methylsulfanylmethyl)benzene | HCID 118022202 | 99% |
Reaction Steps
Thiomethoxide (1.19 g, 17.0 mmol) was added to a solution of 1-bromo-5-(bromomethyl)-4-fluoro-2-methoxybenzene (4.9 g, 16.4 mmol) in anhydrous DMF (25 mL) at 0° C. The mixture was stirred at room temperature for 5 h, and then poured into water (40 mL). Extractive work up with ethyl acetate gave the title compound (4.3 g, 99.0%) as colorless oil which was carried on without purification. 1H NMR (CDCl3, 400 MHz) δ 7.50 (d, J=8.0 Hz, 1H), 6.64 (d, J=11.2 Hz, 1H), 3.88 (s, 3H), 3.63 (s, 2H), 2.04 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034900B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-be59ea13747b4da19013697f5ded70d7 |
| Source note | uspto-grants-2015_05 |