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[ CAS No. 16078-32-3 ] {[proInfo.proName]}

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Chemical Structure| 16078-32-3
Chemical Structure| 16078-32-3
Structure of 16078-32-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 16078-32-3 ]

CAS No. :16078-32-3 MDL No. :MFCD27945616
Formula : C12H15NO Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 189.25 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 16078-32-3 ]

* 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 [ 16078-32-3 ]

[ 16078-32-3 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 16078-32-3 ]
  • [ 1914-02-9 ]
YieldReaction ConditionsOperation in experiment
94% Step 3. 3,3-dimethyl-2,3-dihydro-1 H-indoleTo a solution of 1-acetyl-3,3-dimethyl-2,3-dihydro-1 H-indole (22.0 g, 1 15.8 mmol) in MeOH (100 mL) was added 4M HCI in MeOH (100 mL) and the mixture stirred at 50 C for 16 h. The solvent was then removed under reduced pressure. Water was added to the residue, the pH was adjusted to pH 8 and the aqueous layer was extracted with EtOAc. The organic layer was then dried (Na2S04), filtered and then concentrated to give 3,3- dimethyl-2,3-dihydro-1 H-indole (16.0 g, 94%). 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1 .30 (s, 6 H) 3.30 (s, 2 H) 6.62 - 6.66 (m, 1 H) 6.71 - 6.76 (m, 1 H) 7.02 (s, 2 H)
  • 2
  • [ 1914-02-9 ]
  • [ 75-36-5 ]
  • [ 16078-32-3 ]
YieldReaction ConditionsOperation in experiment
97.1% With sodium hydrogencarbonate; In dichloromethane; at 0 - 20℃; To a suspension of NaHC03 (5.41 g, 64.39 mmol) and <strong>[1914-02-9]3,3-dimethylindoline</strong> (0.79 g, 5.37 mmol) in DCM (10 mL) was added acetyl chloride (0.76 mL, 10.73 mmol) dropwise at 0 C. The reaction was stirred at rt for 2 h, then filtered. The filtrate was concentrated in vacuo to give the title compound as a white solid (0.99 g, 97.1%). MS (ESI, pos. ion) m/z: 190 [M + H]+; NMR (CDCI3) delta (ppm): 8.11 (d, 1H), 7.13 (t, 1H), 7.06 (d, 1H), 6.97 (t, 1H), 3.70 (s, 2H), 2.15 (s, 3H), 1.29 (s, 6H).
97.1% With sodium hydrogencarbonate; In dichloromethane; at 0℃; for 2h; Sodium bicarbonate (5.41 g, 64.39 mmol) and<strong>[1914-02-9]3,3-dimethylindoline</strong> (0.79 g, 5.37 mmol)Was suspended in dichloromethane (10 mL)The mixture was cooled to 0 C,Acetyl chloride (0.76 mL, 10.73 mmol) was added dropwise thereto.The reaction solution was stirred at room temperature for 2 hours and then filtered. The filtrate was concentrated under reduced pressure,The title compound was obtained as a white solid (0.99 g, 97.1%).
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