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Structure of 848853-75-8

Chemical Structure| 848853-75-8

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Product Details of [ 848853-75-8 ]

CAS No. :848853-75-8
Formula : C17H19NO3
M.W : 285.34
SMILES Code : O=C(OC(C)(C)C)NC1=CC=C(C2=CC=C(O)C=C2)C=C1
MDL No. :MFCD18313051
InChI Key :IJZZTPIOYKYBOI-UHFFFAOYSA-N
Pubchem ID :53218743

Safety of [ 848853-75-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H332
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Application In Synthesis of [ 848853-75-8 ]

* 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 [ 848853-75-8 ]

[ 848853-75-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 24424-99-5 ]
  • [ 1204-79-1 ]
  • [ 848853-75-8 ]
YieldReaction ConditionsOperation in experiment
41.1% With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 23℃; for 16h;Inert atmosphere; Di-tert-butyl dicarbonate (0.860 g, 3.94 mmol) was added to 4'-amino-[l,l'-biphenyl]-4-ol (0.73 g, 3.94 mmol), DIEA (2.065 mL, 11.82 mmol) in DMF (10 mL) at 0Cunder nitrogen. The resulting mixture was stirred at rt for 16 h. The reaction mixture was concentrated and diluted with DCM (50 mL) then washed sequentially with water (3 x 50 mL) and saturated brine (50 mL). The organic layer was dried over Na2S0 , filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 20% MeOH in DCM. Pure fractions were evaporated to dryness to afford tert-butyl (4'-hydroxy-[l,l'-biphenyl]-4- yl)carbamate (0.462 g, 41.1 %) as a yellow solid. NMR (300 MHz, DMSO) d 1.46 (s, 9H), 6.74 - 6.83 (m, 2H), 7.36 - 7.51 (m, 6H), 9.35 (s, 1H), 9.44 (s, 1H). ES+m/z [M-tBu]+: 230, HPLC tR= 1.33 min (97.0%).
In DMF (N,N-dimethyl-formamide); at 20℃; [0167] Example 15: Synthesis OF 4 -(2-METHOXY-2-OXOETHOXY)-1, 1 -BIPHENYL-4- aminium chloride. [0168] Step 1: (4 -HYDROXY-BIPHENYL-4-YL)-CARBAMIC acid ter-butyl ester. Triethylamine (786 PAL, 5.64 mmol) and DI-TE7T-BUTYL dicarbonate were added to a solution of 4'- amino-biphenyl-4-ol (0.5 g, 1.88 mmol), prepared in step 4 of Example 13, in DMF. After the addition the reaction stirred at room temperature overnight. The solvent was removed under reduced pressure and the residue partitioned between water and ethyl acetate. The aqueous layer was separated and extracted multiple times with ethyl acetate. The combined extracts were washed with brine, dried (NA2S04) and the solvent removed under reduced pressure to give (4'- hydroxy-biphenyl-4-yl) -carbamic acid tert-butyl ester. The material was used in subsequent reactions without purification.
 

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