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[ CAS No. 1146169-44-9 ]

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Chemical Structure| 1146169-44-9
Chemical Structure| 1146169-44-9
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Product Details of [ 1146169-44-9 ]

CAS No. :1146169-44-9 MDL No. :MFCD14687278
Formula : C10H15BO4 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :210.04 g/mol Pubchem ID :-
Synonyms :

Safety of [ 1146169-44-9 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312+P330-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1146169-44-9 ]

  • Downstream synthetic route of [ 1146169-44-9 ]

[ 1146169-44-9 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 1146169-44-9 ]
  • [ 138647-49-1 ]
  • [ 1146169-43-8 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate; lithium chloride In 1,2-dimethoxyethane; water for 3h; Heating / reflux; 1.e A three neck flask is charged with 22.2 mmol of 4-trifluoromethanesulfonyloxy-3,6- dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester [138647-49-1], 30.2 mmol of 4-(2-methoxy-ethoxymethyl)-phenylboronic acid, 66.7 mmol of LiCI, 105 ml of 2N aqueous Na2CO3, 220 ml of DME and 1.1 mmol of Pd(PPh3)4. The reaction is heated to reflux for 3 h followed by cooling to RT and concentration under reduced pressure. The resulting residue is partitioned between CH2Cb (500 ml), 2N aqueous Na2COs (400 ml) and concentrated NH4OH (25 ml). The layers are separated and the aqueous layer is extracted again with CH2CI2 (3 x 500 ml). The combined organic layers are dried over Na2SO4 and evaporated under reduced pressure. The title compound is obtained from the residue by flash chromatography (SiO2 60F) as a yellow oil. Rf = 0.50 (EtOAc/heptane 1 :1 ); Rt = 4.81 (gradient I).
With sodium carbonate; lithium chloride In 1,2-dimethoxyethane; water for 3h; Heating / reflux; 361.d A three-neck flask is charged with 22.2 mmol of 4-thfluoromethane-sulfonyloxy-3,6- dihydro-2H-pyhdine-1 -carboxylic acid tert-butyl ester [138647-49-1], 30.2 mmol of 4- (2-methoxy-ethoxymethyl)-phenylboronic acid, 66.7 mmol of LiCI, 105 mL of 2N aqueous Na2COs solution, 220 mL of DME and 1.1 mmol of Pd(PPh3)4. The reaction is heated to reflux for 3 h followed by cooling to RT and concentration under reduced pressure. The residue is partitioned between CH2CI2 (500 mL), 2N aqueous Na2CO3 solution (400 mL) and concentrated NH4OH solution (25 mL). The layers are separated and the aqueous layer is extracted again with CH2CI2 (3 x 500 mL). The combined organic layers are dried over Na2SO4 and concentrated under reduced pressure. The resulting black residue is purified by flash chromatography (SiO2 60F) to afford of the title compound as a yellow oil. Rf = 0.50 (EtOAc/heptane 1 :1 ); Rt = 4.81 (gradient I).
  • 2
  • [ 166959-29-1 ]
  • [ 1146169-44-9 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 1-bromo-4-[(2-methoxyethoxy)methyl]benzene With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 0.5h; Stage #2: With Triisopropyl borate In tetrahydrofuran; hexanes at -78 - 20℃; for 1.5h; Stage #3: With hydrogenchloride In tetrahydrofuran; hexanes; water; ethyl acetate 1.f A solution of 38.8 mmol of n-BuLi (1.6 M in hexanes) is added dropwise to a stirred solution of 32.3 mmol of 1 -bromo-4-(2-methoxy-ethoxymethyl)-benzene [166959-29-1] in 50 ml of THF at -78°C. The reaction mixture is stirred for 30 min at -78°C and 64.6 mmol of triisopropyl borate are added rapidly. The mixture is stirred for 30 min at -78°C and at RT for 1 h. The reaction mixture is partitioned between 2N aqueous HCI (40 ml) and EtOAc (300 ml). The organic layer is washed with brine (2 x 50 ml), dried over Na2SO4 and evaporated under reduced pressure to afford the title compound as a yellow oil. Rt = 2.52.
  • 3
  • [ 5419-55-6 ]
  • [ 166959-29-1 ]
  • [ 1146169-44-9 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 1-bromo-4-[(2-methoxyethoxy)methyl]benzene With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 0.5h; Stage #2: Triisopropyl borate In tetrahydrofuran; hexanes at -78 - 23℃; for 1.5h; 361.e A solution of 38.8 mmol of n-BuLi (1.6 M in hexanes) is added dropwise to a stirred solution of 32.3 mmol of 1 -bromo-4-(2-methoxy-ethoxymethyl)-benzene [166959-29-1] in 50 ml_ of THF at -78°C. The reaction mixture is stirred for 30 min at -78°C and 64.6 mmol of triisopropyl borate are added rapidly. The mixture is stirred for 30 min at -78°C and at RT for 1 h. The reaction mixture is partitioned between 2N aqueous HCI solution (40 ml_) and EtOAc (300 ml_). The organic layer is washed with brine (2 x 50 ml_), dried over Na2SO4 and concentrated under reduced pressure to afford the title compound as a yellow oil. Rt = 2.52 (gradient I).
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