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Chemical Structure| 952006-34-7 Chemical Structure| 952006-34-7

Structure of 952006-34-7

Chemical Structure| 952006-34-7

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Product Details of [ 952006-34-7 ]

CAS No. :952006-34-7
Formula : C12H8ClNO4
M.W : 265.65
SMILES Code : CC(OC1=CC=CC2=C1C(C(C(Cl)=O)=O)=CN2)=O

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Application In Synthesis of [ 952006-34-7 ]

* 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 [ 952006-34-7 ]

[ 952006-34-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 79-37-8 ]
  • [ 5585-96-6 ]
  • [ 952006-34-7 ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; tert-butyl methyl ether; at 35 - 40℃;Large scale; Stage 1 (1eq. limiting reagent) was charged to a vessel under N2 followed by THF (1 vol wrt stage 1 charge) and TBME (6 vol wrt stage 1 charge). Oxalyl chloride was then added dropwise to the vessel (1.5 eq,) allowing the exotherm to initially raise the temperature to 35- 40C and then applying cooling as required to maintain 35-40C. Immediately following the addition the reaction was heated to 40C and stirred for 2-6 hours. The reaction was sampled and analysed for completion, then cooled to RT and heptane (8 vol wrt stage 1 charge) added giving precipitation of further solids. The reaction was stirred for 10 min and then the solids were allowed to settle. The majority of the solvent was decanted from the solid which was then washed twice with heptane (2 x 6 vol wrt stage 1 charge), decanting in a similar manner after each wash. The solids were then sampled and analysed. TBME was charged to the vessel (4 vol wrt stage 1 charge) to give a yellow slurry which was cooled to - 20C using a dry ice/acetone bath. A 2M solution of Mue2NuEta in THF (2 eq,) was added dropwise to the vessel over ~15 min maintaining the temperature at -20C to -10C. The reaction mixture was allowed to warm slowly to RT and stirred overnight. Further Mue2NuEta can be added at this point if required. The reaction was sampled and analysed for completion. The reaction was filtered, washing with heptane (2 x 2 vol wrt stage 1 charge) and the isolated solids dried at 60C under vacuum. The crude stage 2 was slurried in water (8 vol wrt stage 1 charge) for 2-18 hours and then filtered, washing with water (2 vol wrt stage 1 charge). The solids were dried at 60C under vacuum to obtain crude stage 2 with <2% w/w water (determined by Karl Fischer titration (KF)). The crude stage 2 was slurried in IPA (10 vol) for 2-18 hrs and then filtered, washed with IPA (1 vol wrt mass of crude Stage 2) and oven dried under vacuum at 60C.
 

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