HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 2,4-Dibromo-3-methylthiophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2,3,5-Tribromo-4-methylthiophene | HCID 3017801 | — |
| Catalyst | Trioctylmethylammonium chloride | HCID 21218 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,3-Dibromo-4-methylthiophene | HCID 14430811 | 3% |
| Product | 2,4-Dibromo-3-methylthiophene | HCID 14835168 | 73.4% |
Reaction Steps
A catholyte of 300 ml of methanol, 100 ml of methylene chloride, 15 g of zinc chloride, 0.5 g of methyltrioctylammonium chloride and 31 g of 3-methyl-2,4,5-tribromothiophene were electrolysed in electrolysis cell 1 at a current density of 50 mA/cm2 at the start and 25 mA/cm2 at the end of the batch, a voltage of 4 or 3 V, a temperature of 34° to 24° C. and pH of -0.8. The current consumption was 14.8 Ah. After addition of 500 ml of water to the catholyte and working up as described in Example 1, 17.4 g of 2,4-dibromo-3-methylthiophene (yield: 73.4%), 0.71 g of 2,3-dibromo-4-methylthiophene (yield: 3%) and 2.92 g of 4-bromo-3-methylthiophene (yield: 17.8%) were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05100520 |
| Source dataset | uspto-grants-1992_03 |
| ORD ID | ord-7e19d5c448e445e9b8cd7894c89058c7 |
| Source note | uspto-grants-1992_03 |