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Chemical Structure| 98954-25-7 Chemical Structure| 98954-25-7

Structure of 98954-25-7

Chemical Structure| 98954-25-7

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Product Details of [ 98954-25-7 ]

CAS No. :98954-25-7
Formula : C9H12OS
M.W : 168.26
SMILES Code : O=CC1=CC=C(CCCC)S1
MDL No. :MFCD03872257

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Application In Synthesis of [ 98954-25-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 98954-25-7 ]

[ 98954-25-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1455-20-5 ]
  • [ 93-61-8 ]
  • [ 98954-25-7 ]
YieldReaction ConditionsOperation in experiment
99% With trichlorophosphate; 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 <strong>[1455-20-5]2-<strong>[1455-20-5]n-butylthiophene</strong></strong> (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%).
  • 2
  • [ 1455-20-5 ]
  • [ 68-12-2 ]
  • [ 98954-25-7 ]
YieldReaction ConditionsOperation in experiment
4 g A round bottom flask was charged with DMF (21 g, 285 mmol). Under N2, POC13 (6.0 g, 39 mmol) was slowly added while the temperature was kept below 10 C using an ice bath. After the addition was complete, the ice bath was removed and the solution was stirred for 10 minutes at room temperature. 2- Butylthiophene (5 g, 36 mmol) was added dropwise and the reaction mixture was heated to 65C for 8 hours. The reaction mixture was then poured into a saturated sodium carbonate (Na2CO3) solution (20 mL) and extracted with ethyl acetate (100 mL). The resulting organic layer was separated, washed with brine and dried over MgSO4. The crude was concentrated and purified using a short silica gel column to afford 5-butyl-2-formylthiophene (4 g).?H NMR (CDC13, 400-MHz): 9.60-9.82 ppm (m, 1H), 7.44-7.62 ppm (m, 1H), 6.70-6.93 ppm (m, 1H), 2.76 ppm (t, J=7.8 Hz, 2H), 1.57 ppm (m, 2H), 1.28 ppm (m, 2H), 0.83 ppm (t, J=7.4 Hz, 3H)
 

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