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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2216715Generated: October 31, 2026

Ammonium Chloride → Bis(2-methyl-4-thienyl)methanol

https://huagongshe.com/reaction/2216715

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant4-Bromo-2-methylthiopheneHCID 638584—
Reactant5-Methylthiophene-3-carbaldehydeHCID 6502011—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
ProductBis(2-methyl-4-thienyl)methanolHCID 21943863—

Reaction Steps

113 mL of 1.6 M n-BuLi solution (0.18 mol) was added to a solution of 31.3 g of 2-methyl-4-bromo-thiophene (0.177 mol) in 150 mL of ether at −70° C. under stirring. The resulting solution was kept under stirring at −60 to −70° C. for 30 min and then was added of 22.3 g of 2-methyl-4-formyl-thiophene (0.177 mol) in 100 mL of ether. The mixture was allowed to warm to room temperature, then neutralized with 10% aqueous solution of NH4Cl and washed with water. The organic phase was separated and evaporated. The crude bis(2-methyl-4-thienyl)methanol (or 2,2′-dimethyl-4,4′-dithienyl carbinol) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07112638B2
Source datasetuspto-grants-2006_09
ORD IDord-e22c2322aea04943968a28596d8a5419
Source noteuspto-grants-2006_09