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Chemical Structure| 154392-17-3 Chemical Structure| 154392-17-3

Structure of 154392-17-3

Chemical Structure| 154392-17-3

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Product Details of [ 154392-17-3 ]

CAS No. :154392-17-3
Formula : C8H6O4
M.W : 166.13
SMILES Code : O=CC1=C2OCOC2=CC=C1O
English Name :5-Hydroxy-2H-1,3-benzodioxole-4-carbaldehyde
MDL No. :MFCD24675906

Safety of [ 154392-17-3 ]

Application In Synthesis of [ 154392-17-3 ]

* 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 [ 154392-17-3 ]

[ 154392-17-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1446395-78-3 ]
  • [ 154392-17-3 ]
  • [ 2170187-13-8 ]
YieldReaction ConditionsOperation in experiment
18% With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 120℃; for 2h; 6.3 Step 4: Example 6 A mixture of Example 6d (190 mg, 1.1 mmol), Example Id (0.24g, 1.0 mmol), potassium carbonate (470 mg, 3.4 mmol) and Nal (100 mg) was stirred in DMF (20 mL) at 120°C for 2 hrs; the reaction was quenched by adding water (20 mL), extracted with EtOAc (35 mL*2). The combined organic phase was washed with brine, dried over Na2S04, and concentrated under reduced pressure to give brown oil (0.43 g), which was further purified by silica gel chromatography, eluting with 45%-75% of EtOAc in Petroleum Ether, to give the desired product (Example 6, 0.07 g, yield 18%) as yellow solid. MS [M+1]+ = 366.1. 1H NMR (400 MHz, CDC13) 510.39 (s, 1H), 8.73 (dd, J= 4.8, 1.9 Hz, 1H), 8.04 (dd, J= 7.9, 1.9 Hz, 1H), 7.60 (d, J= 1.9 Hz, 1H), 7.42 (dd, J= 7.9, 4.7 Hz, 1H), 6.86 (d, J= 8.5 Hz, 1H), 6.35 (d, J= 1.9 Hz, 1H), 6.22 (d, J= 8.6 Hz, 1H), 6.10 (s, 2H), 5.01 (s, 2H), 4.66-4.58 (m, 1H), 1.46 (d, J= 6.6 Hz, 6H).
18 % With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 120℃; 6.3 Step 4: Example 6 A mixture of Example 6d (190 mg, 1.1 mmol), Example Id (0.24g, 1.0 mmol), potassium carbonate (470 mg, 3.4 mmol) and Nal (100 mg) was stirred in DMF (20 mL) at 120°C for 2 hrs; the reaction was quenched by adding water (20 mL), extracted with EtOAc (35 mL*2). The combined organic phase was washed with brine, dried over Na2S04, and concentrated under reduced pressure to give brown oil (0.43 g), which was further purified by silica gel chromatography, eluting with 45%-75% of EtOAc in Petroleum Ether, to give the desired product (Example 6, 0.07 g, yield 18%) as yellow solid. MS [M+1]+ = 366.1. 1H NMR (400 MHz, CDC13) 510.39 (s, 1H), 8.73 (dd, J= 4.8, 1.9 Hz, 1H), 8.04 (dd, J= 7.9, 1.9 Hz, 1H), 7.60 (d, J= 1.9 Hz, 1H), 7.42 (dd, J= 7.9, 4.7 Hz, 1H), 6.86 (d, J= 8.5 Hz, 1H), 6.35 (d, J= 1.9 Hz, 1H), 6.22 (d, J= 8.6 Hz, 1H), 6.10 (s, 2H), 5.01 (s, 2H), 4.66-4.58 (m, 1H), 1.46 (d, J= 6.6 Hz, 6H).
 

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