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(4,5-dimethyl-3-thienyl)methanol(SALTDATA: FREE) synthesis

2synthesis methods
ethyl 4,5-diMethylthiophene-3-carboxylate

19156-44-6
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(4,5-dimethyl-3-thienyl)methanol(SALTDATA: FREE)

119072-18-3
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Yield:119072-18-3 86%

Reaction Conditions:

with lithium aluminium tetrahydride in tetrahydrofuran at 0 - 20; for 16 h;

Steps:



To a stirred solution of THF (200 mL) was added LiAlH4 (7.42 g, 195 mmol) portion-wise at 0° C. Then, ethyl 4,5-dimethylthiophene-3-carboxylate (12 g, 65.1 mmol) was added to the suspension. The reaction mixture was allowed to stir at RT for 16 h. After completion of the reaction, water (8 mL) was added drop-wise to the mixture, followed by 15% NaOH solution (8 mL) and additional water (24 mL). Filtration, then purification by flash column chromatography eluting in hexanes in EtOAc (50:1-30:1) provided (4,5-dimethylthiophen-3-yl)methanol as an oil (8.0 g, 86%)

References:

US2016/145218,2016,A1 Location in patent:Paragraph 0210