HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(5-Bromo-2-methyl-thiophen-3-yl)-propionitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 3-(2-Methylthiophen-3-yl)-propionitrile | HCID 18446531 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 3-(5-Bromo-2-methyl-thiophen-3-yl)-propionitrile | HCID 18446537 | 68.3% |
Reaction Steps
A solution of 3-(2-methylthiophen-3-yl)-propionitrile 60 (320 mg, 2.1 mmol) in acetic acid (5 mL) was treated with bromine (0.12 mL, 2.3 mmol) and the mixture stirred at rt for 1 hour. Water was added and the mixture was extracted with EtOAc (2×20 mL). The combined organics were washed with water and dried over MgSO4. Removal of the solvent followed with silica gel column chromatography (eluent: DCM/hexane, 1/1) gave 61 as a colorless liquid (330 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07635695B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-fc6b097b5d0b4dc8a564966d9afd48b3 |
| Source note | uspto-grants-2009_12 |