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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2372661Generated: November 1, 2026

Methanol → 2,4-Dibromo-3-methylthiophene

https://huagongshe.com/reaction/2372661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2,3,5-Tribromo-4-methylthiopheneHCID 3017801—
CatalystTrioctylmethylammonium chlorideHCID 21218—
CatalystZincchlorideHCID 3007855—
SolventDichloromethaneHCID 6344—
Product2,3-Dibromo-4-methylthiopheneHCID 144308113%
Product2,4-Dibromo-3-methylthiopheneHCID 1483516873.4%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05100520
Source datasetuspto-grants-1992_03
ORD IDord-7e19d5c448e445e9b8cd7894c89058c7
Source noteuspto-grants-1992_03