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ChemicalBook CAS DataBase List 5-BUTYL-THIOPHENE-2-CARBALDEHYDE

5-BUTYL-THIOPHENE-2-CARBALDEHYDE synthesis

2synthesis methods
-

Yield:98954-25-7 99%

Reaction Conditions:

with trichlorophosphate

Steps:

1 EXAMPLE 1

EXAMPLE 1 This Example illustrates the preparation of 4-[2-(5-n-butylthiophen-2-yl)-trans-cyclopropylmethyl]-2,6-cis-dimethylmorpholine (Compound No. 8 in Table I). Phosphorus oxychloride (12.02 g, 0.078 mol) was added dropwise to N-methylformanilide (10.62 g, 0.079 mol) and a yellow solid was produced. This was cooled to 0° C. for 1/2 hour, then 2-n-butylthiophene (10 g, 0.071 mol) was added dropwise and the mixture stirred at room temperature for 3 hours. The mixture was poured into ice/water, neutralised with sodium carbonate and extracted into diethyl ether. The ethereal extracts were washed with water, dried over anhydrous sodium sulphate and the solvent removed to give a brown oil. Purification by column chromatography (silica eluted with petroleum ether/ethyl acetate 9:1) gave 5-n-butyl-2-thiophenecarboxaldehyde (11.8 g, 99%).

References:

US4743602,1988,A

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