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Chemical Structure| 55745-70-5 Chemical Structure| 55745-70-5
Chemical Structure| 55745-70-5

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Product Details of 2,3-Dihydrobenzofuran-5-carboxaldehyde

CAS No. :55745-70-5
Formula : C9H8O2
M.W : 148.16
SMILES Code : O=CC1=CC=C(OCC2)C2=C1
MDL No. :MFCD00068058
InChI Key :WEBVDBDZSOJGPB-UHFFFAOYSA-N
Pubchem ID :735901

Safety of 2,3-Dihydrobenzofuran-5-carboxaldehyde

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 2,3-Dihydrobenzofuran-5-carboxaldehyde

* 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 [ 55745-70-5 ]

[ 55745-70-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 55745-70-5 ]
  • [ 103262-35-7 ]
YieldReaction ConditionsOperation in experiment
With sodium borohydrid; In methanol; Reference Example 79 (2,3-dihydrobenzofuran-5-yl)methanol To a solution of 2,3-dihydrobenzofuran-5-carbaldehyde (30.0 g, 0.202 mol) in methanol (150 mL) was added sodium borohydride (3.83 g, 0.101 mol) under ice-cooling. The mixture was stirred for 15 minutes at ambient temperature and then diluted with water. The product was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to afford the title compound (yield 27.6 g, 91%) as an oily product. NMR (CDCl3) δ: 1.67 (1H, s), 3.20 (2H, t, J 8.6 Hz), 4.57 (2H, t, J=8.6 Hz), 4.58 (2H, s), 6.76 (1H, d, J=8.0 Hz), 7.10 (1H, d, J=8.0 Hz), 7.22 (1H, s)
  • 2
  • [ 103262-35-7 ]
  • [ 55745-70-5 ]
YieldReaction ConditionsOperation in experiment
65% With acetic anhydride; acetic acid; In dimethyl sulfoxide; at 60℃; for 0.25h;Microwave irradiation; Green chemistry; 7a (0.67mmol, 0.1g), DMSO 2.05mL, Ac2O 1.43mL, AcOH 0.26mL were successively added to a 15mL microwave reaction tube, the microwave power was 150w, the heating temperature was 60C, and the reaction time was 15min.After cooling, NaHCO3 solution was added and stirred at room temperature for 30 min. Extract with ethyl acetate, collect the organic phase, and extract the aqueous phase with ethyl acetate 2-3 times.The organic phases were combined, washed with water in sequence, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to obtain the target product 7b (yield: 65%).
 

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