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Chemical Structure| 81784-48-7 Chemical Structure| 81784-48-7

Structure of 81784-48-7

Chemical Structure| 81784-48-7

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Product Details of [ 81784-48-7 ]

CAS No. :81784-48-7
Formula : C10H11N
M.W : 145.20
SMILES Code : CC1=CC2=C(C=C1)C(C)=CN2
MDL No. :MFCD19217438

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Application In Synthesis of [ 81784-48-7 ]

* 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 [ 81784-48-7 ]

[ 81784-48-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 4771-49-7 ]
  • [ 81784-48-7 ]
YieldReaction ConditionsOperation in experiment
71.3% With lithium aluminium tetrahydride; In tetrahydrofuran; for 8.5h;Reflux; A solution of <strong>[4771-49-7]6-methyl-1H-indole-3-carbaldehyde</strong> (4.00 g, 25.1 mmol) in THF (50 mL) was added to a refluxing mixture of LiA1H4 (2.098 g, 55.3 mmol) in THF (50 mL) (reflux condenser fitted to a two neck flask) over 30 mm. The reaction mixture was refluxed for 8 hours, cooled to room temperature and treated with ether (50 mL). Thereaction mixture was acidified to pH 3 with iN HC1 while cooling in an ice bath. The reaction mixture was diluted with EtOAc (125 mL), poured into a separatory funnel and washed with water (2X 50 mL) and saturated aqueous NaC1 solution (50 mL), dried over anhydrous sodium sulfate, filtered and the filtrate concentrated in vacuo to give crude product. The crude product was dissolved in a small amount of DCM and charged to an ISCO silica gel 80G column which was eluted over a 25 mm gradient with 0percent-50percent ethyl acetate/heptane to give 3,6-dimethyl-1H-indole (2.6 g, 71.3 percent yield). LC retention time 0.96 mm [1A]. MS (E) m/z: 146 (M-H).
 

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