Dimethylformamide → 3-Methoxythiophene-2-carbaldehyde

1.03 ml of 3-methoxythiophene were dissolved in 2.3 ml of dimethylformamide. While cooling in ice, 1.06 ml of phosphoryl chloride were added. After 1 h, the reaction solution was added to ice, and the solution was neutralized with 5 molar sodium hydroxide solution. The aqueous phase was extracted 3 times with 25 ml of diethyl ether each time, and the combined organic phases were then washed with 50 ml of saturated sodium chloride solution, dried over sodium sulfate and concentrated. 840 mg of the product with the molecular mass of 142.18 (C6H7O2S) were obtained. MS (ESI): 143.0 (M+H+).

1. temperatureWhile cooling in ice
2. additionthe reaction solution was added to ice
3. extractionThe aqueous phase was extracted 3 times with 25 ml of diethyl ether each time
4. washthe combined organic phases were then washed with 50 ml of saturated sodium chloride solution
5. dry with materialdried over sodium sulfate
6. concentrationconcentrated

ORD record

ord-1210ce13762d499faf02c5899c975605

Source dataset

uspto-grants-2010_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07666848B2