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Chemical Structure| 61871-67-8 Chemical Structure| 61871-67-8

Structure of 61871-67-8

Chemical Structure| 61871-67-8

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Product Details of [ 61871-67-8 ]

CAS No. :61871-67-8
Formula : C11H14O3
M.W : 194.23
SMILES Code : O=CCCC1=CC=C(OC)C(OC)=C1

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Application In Synthesis of [ 61871-67-8 ]

* 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 [ 61871-67-8 ]

[ 61871-67-8 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 61871-67-8 ]
  • [ 3929-47-3 ]
  • 2
  • [ 3929-47-3 ]
  • [ 61871-67-8 ]
YieldReaction ConditionsOperation in experiment
92% With dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; at 20℃; for 3h; Toa stirred solution of IBX (7.1g, 25.51 mmol) in dry DMSO (5 mL) was added a solution of 2 (2.5 g, 12.75 mmol) in dry DCM (20 mL) at room temperature andstirred for 3h at room temperature.After completion of the reaction, the mixture was filtered and dilutedwith ice cold water (10 mL) and extracted into DCM (2 x 30 mL). The combinedorganic layer was washed with brine (20 mL), dried over anhydrous Na2SO4and evaporated to give crude aldehyde (2.27 g, Yield 92%), which wasused directly for next step without purification.
77.4% With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; General procedure: Suitable 3-(substituted-phenyl)-propan-1-ol (4a-e, 0.02727 mol)compound was dissolved in DMSO (150 mL) and to the mixture IBX(28 g, 0.02727 mol) was added portion wise during 45 min. Aftercompletion of addition, the reaction mixture was stirred for 2 h. at roomtemperature. After completion of reaction which was monitored by TLChexane/ethyl acetate (8:2), the reaction mixture was poured into water(200 mL). The mixture was filter off; the filter bed was washed withchloroform (200 mL). The filtrate was taken in to a separating funnel,separated the organic layer and the aqueous layer was extracted withchloroform (200 mL). The combined organic layer was washed withwater, brine solution, dried over Na2SO4 and concentrated under vacuum.The crude residue was subjected to column chromatography onsilica gel, using ethyl acetate in hexane, 15%/85% (v/v) eluents asmonitored by TLC, pure fractions were combined and concentrated toobtained 3-(substituted-phenyl)-propan-1-al as oily compounds withyields of (5a-e, 73-81%).
60% With pyridinium chlorochromate; In dichloromethane; at 0 - 20℃; for 2h; To a solution of PCC (0.43 g, 2.0 mmol) in dry CH2Cl2 (4 mL), a solution of <strong>[3929-47-3]3-(3,4-dimethoxyphenyl)propan-1-ol</strong> (0.30 g, 1.54 mmol) in dry CH2C12 (6 mL), was added at 0 C. The mixture was stirred at ambient temperature for 2 h. After the completion of the reaction, themixture was filtered through a pad of celite using Et20. The filtrate was concentrated in vacuo and the desired product was afforded as colorless oil and used without further purification, (0.18 g, 60%). ‘H NMR(600 MHz, CDCl3) (5: 9.76 (s, 1H, -CHO), 6.75 - 6.68 (m, 3H, Ar-fl), 3.82 (s, 3H, -OCH3), 3.80 (s, 3H,OCH3), 2.86 (t, J 7.5 Hz, 2H, -CH2CH2CHO), 2.73 - 2.70 (m, 2H, -CH2CH2CHO).’3C NMR (75 MHz, CDCI3) (5: 201.6, 148.9, 147.5, 132.9, 120.1, 111.7, 111.4, 55.9, 55.8, 45.4, 27.7. MS m/z: 411.12(2M+Na)
With Dess-Martin periodane; In dichloromethane; for 0.5h; A solution of 2.0 g (10. 2 MMOL) OF THE aldehyde prepared in step A in 40 ml CH2C12 is oxidised in the dark by the addition of 4.32 g (10.2 mmol) Dess-Marin periodinane. The reaction is complete after 30 minutes. The suspension formed is taken up into 50 ml CH2CL2 and washed twice with sodium bicarbonate and 20 % sodium thiosulphate solution. Concentration of the organic layer affords a beige crude product which is purified by chromatography (hexane/ethyl acetate) to yield a yellow oil. IH-NMR (300 MHz, CDC13) : 9. 80 (t, 1H), 6.70-6. 81 (m, 5H), 3.86 (s, 3H), 3.85 (s, 3H), 3.87-3. 94 (m, 2H), 2.72-2. 80 (m, 2H). MS: 193 (M+1) +

  • 3
  • [ 5460-32-2 ]
  • [ 107-18-6 ]
  • [ 40181-00-8 ]
  • [ 61871-67-8 ]
  • 4
  • [ 61871-67-8 ]
  • [ 65737-59-9 ]
  • C17H19NO3 [ No CAS ]
  • 5
  • [ 61871-67-8 ]
  • [ 65737-59-9 ]
  • C17H21NO3 [ No CAS ]
  • 6
  • [ 61871-67-8 ]
  • [ 65737-59-9 ]
  • C17H19NO3 [ No CAS ]
  • 7
  • [ 61871-67-8 ]
  • [ 65737-59-9 ]
  • (S)-2-(3,4-dimethoxybenzyl)-3-(pyridin-4-yl)propan-1-ol [ No CAS ]
 

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