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[ CAS No. 856936-55-5 ]

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2D
Chemical Structure| 856936-55-5
Chemical Structure| 856936-55-5
Structure of 856936-55-5 *Storage: {[proInfo.prStorage]}

Quality Control of [ 856936-55-5 ]

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Product Details of [ 856936-55-5 ]

CAS No. :856936-55-5MDL No. :MFCD08689347
Formula : C18H25NO4 Boiling Point : -
Linear Structure Formula :-InChI Key :NXVCFLXGRYUZIA-UHFFFAOYSA-N
M.W :319.40Pubchem ID :49760136
Synonyms :

Computed Properties of [ 856936-55-5 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 856936-55-5 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 856936-55-5 ]

  • Downstream synthetic route of [ 856936-55-5 ]

[ 856936-55-5 ] Synthesis Path-Downstream   1~7

YieldReaction ConditionsOperation in experiment
100% General procedure: Under the protection of nitrogen, the corresponding bromo-substituted aromatic ring compound (0.04 mol) was dissolved in anhydrous THF (50 ml), and was reserved.Under nitrogen protection, Mg chips (0.06 mol) were added to anhydrous THF (20 ml), and one iodine was added.Add 1/3 bromine-substituted aromatic ring compound THF solution to Mg crumbs,Initiated by heating with a hair dryer, the remaining THF solution of the bromine-substituted aromatic ring compound was slowly dropped into the reaction solution, and the reaction was completed at a temperature of 60 C. for 1 h.The temperature was lowered to 0 C, and a solution of web amide (0.02mol) in THF (30ml) was slowly added. After the addition was completed, the reaction was held at 30 C for 3h.TLC showed that (petroleum ether: ethyl acetate = 4: 1) the reaction was complete. Reduce the temperature to 0 C, slowly add water (20ml), and control the temperature at 10 C or less.After completion, suction filtration and diatomaceous earth filter aid. The layers were separated, and the aqueous phase was extracted with DCM (30 ml x 3). The organic phases were combined.It was washed with saturated brine (50 ml), dried over anhydrous sodium sulfate, and then concentrated by filtration. The crude product was purified by silica gel column chromatography with a yield of 50-90%.
  • 2
  • [ 104-92-7 ]
  • [ 137076-22-3 ]
  • [ 856936-55-5 ]
  • 3
  • [ 856936-55-5 ]
  • C27H26N2O3 [ No CAS ]
  • 4
  • [ 856936-55-5 ]
  • [ 76362-12-4 ]
YieldReaction ConditionsOperation in experiment
With trifluoroacetic acid; In dichloromethane; at 20℃;Cooling with ice; 4-Bromoanisole (2.06 g, 11.0 mmol, 1.38 mL) was treated with BuLi (0.94 g, 14.7 mmol, 9.18 mL) in dry THF (40 mL) at -78 C. for 30 min., then tert-Butyl 4-(methoxy(methyl)carbamoyl)-piperidine-1-carboxylate (2.00 g, 7.34 mmol) in dry THF (30 mL) was added dropwise under nitrogen. The reaction was allowed to warm to room temperature overnight. Sat. NH4Cl was used to quench the reaction followed extraction with EA. The organic layer was washed with brine, dried over, filtrated, and concentrated in vacuum. The residue was purified via silica gel chromatography affording desired compound (DCM:EA=19:1). TFA (5 mL) was added dropwise to the solution of the compound in DCM (30 mL) at ice bath and the reaction was allowed to warm to room temperature overnight. Removing DCM and TFA in vacuum and the residue was added 2N HCl (10 mL) and DCM (50 mL) stirring for 1 h. The mixture was extracted with ether (3×10 mL). The water layer was treated with 6N NaOH (1 mL) to pH 12 and then extracted with DCM (3×10 mL). The organic layer was washed with saturated NH4Cl and brine, dried over anhydrous NaSO4. After filtration and concentration in vacuum, the crude product obtained was used directly for next step without purification (colorless oil, 50% yield for 2 steps). 1H NMR (300 MHz, CDCl3): delta 1.53-1.84 (m, 2 H), 2.72-2.81 (m, 2 H), 3.11-3.21 (m, 3H), 3.31-3.41 (m, 1 H), 3.88 (s, 3 H), 6.95 (d, J=9.0 Hz, 2 H), 7.94 (d, J=9.0 Hz, 2 H).
  • 5
  • [ 104-92-7 ]
  • [ 139290-70-3 ]
  • [ 856936-55-5 ]
YieldReaction ConditionsOperation in experiment
4-Bromoanisole (2.06 g, 11.0 mmol, 1.38 mL) was treated with BuLi (0.94 g, 14.7 mmol, 9.18 mL) in dry THF (40 mL) at -78 C. for 30 min., then tert-Butyl 4-(methoxy(methyl)carbamoyl)-piperidine-1-carboxylate (2.00 g, 7.34 mmol) in dry THF (30 mL) was added dropwise under nitrogen. The reaction was allowed to warm to room temperature overnight. Sat. NH4Cl was used to quench the reaction followed extraction with EA. The organic layer was washed with brine, dried over, filtrated, and concentrated in vacuum. The residue was purified via silica gel chromatography affording desired compound (DCM:EA=19:1). TFA (5 mL) was added dropwise to the solution of the compound in DCM (30 mL) at ice bath and the reaction was allowed to warm to room temperature overnight. Removing DCM and TFA in vacuum and the residue was added 2N HCl (10 mL) and DCM (50 mL) stirring for 1 h. The mixture was extracted with ether (3×10 mL). The water layer was treated with 6N NaOH (1 mL) to pH 12 and then extracted with DCM (3×10 mL). The organic layer was washed with saturated NH4Cl and brine, dried over anhydrous NaSO4. After filtration and concentration in vacuum, the crude product obtained was used directly for next step without purification (colorless oil, 50% yield for 2 steps). 1H NMR (300 MHz, CDCl3): delta 1.53-1.84 (m, 2 H), 2.72-2.81 (m, 2 H), 3.11-3.21 (m, 3H), 3.31-3.41 (m, 1 H), 3.88 (s, 3 H), 6.95 (d, J=9.0 Hz, 2 H), 7.94 (d, J=9.0 Hz, 2 H).
  • 6
  • [ 79099-07-3 ]
  • [ 856936-55-5 ]
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  • [ 1046478-89-0 ]
  • [ 123-11-5 ]
  • [ 856936-55-5 ]
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