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Chemical Structure| 81759-74-2 Chemical Structure| 81759-74-2

Structure of 81759-74-2

Chemical Structure| 81759-74-2

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Product Details of [ 81759-74-2 ]

CAS No. :81759-74-2
Formula : C8H17BO3
M.W : 172.03
SMILES Code : CC1(C)COB(OC(C)C)OC1
MDL No. :N/A

Safety of [ 81759-74-2 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H318-H226
Precautionary Statements:P280-P305+P351+P338
Class:3
UN#:1993
Packing Group:

Application In Synthesis of [ 81759-74-2 ]

* 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 [ 81759-74-2 ]

[ 81759-74-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 81759-74-2 ]
  • [ 65854-91-3 ]
  • C16H24BNO3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% General procedure: Preparation of N-[4-chloro-2-(4,4,6-trimethyl-[1,3,2]dioxaborinan-2-yl)-phenyl]-2,2-dimethyl-propionamide (33): To a solution of N-(4-chloro-phenyl)-2,2-dimethyl-propionamide (29) (2.11 g, 10 mmol) in dry THF, n-butyl lithium solution was added dropwise (13 ml, 2.1 equiv, 1.6 M in hexanes) under an argon atmosphere at -40 C. The reaction mixture was stirred for 2 h at 0 C during which time a white precipitate formed. The suspension was cooled to -20 C and neat 2-isopropoxy-4,4,6-trimethyl[1,3,2]dioxaborinane (10) (2.8 g, 15 mmol, 1.5 equiv) was added dropwise. After stirring for 1 h at this temperature, the reaction mixture was allowed to warm up to 0 C and subsequently quenched with a saturated aqueous solution of ammonium chloride (30 ml). The layers were then separated and the water layer was further extracted with dichloromethane (3 × 30 ml). The combined organic layers were dried over anhydrous sodium sulfate and evaporated under reduced pressure. The crude residue was purified using flash chromatography on silica gel (15% ethyl acetate: hexanes) to obtain the title compound in 74% yield.
 

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