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Chemical Structure| 933-94-8 Chemical Structure| 933-94-8

Structure of 933-94-8

Chemical Structure| 933-94-8

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Product Details of [ 933-94-8 ]

CAS No. :933-94-8
Formula : C7H13NO2
M.W : 143.18
SMILES Code : O=C(C1N(C)CCC1)OC
MDL No. :MFCD16160159

Safety of [ 933-94-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 933-94-8 ]

* 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 [ 933-94-8 ]

[ 933-94-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 475-11-6 ]
  • [ 933-94-8 ]
YieldReaction ConditionsOperation in experiment
73% With sulfuryl dichloride; trimethyl orthoformate; In methanol; ethyl acetate; 10a N-Methyl-proline Methyl Ester A 2-L three neck round-bottom flask equipped with an overhead stirrer, internal temperature monitor, and addition funnel was charged with N-methyl proline (155.3 g, 1.20 mole) and methanol (800 mL). The vessel was chilled to 0 C. and sulfuryl chloride (110 mL, 1.33 mole) was added dropwise via the addition funnel at a rate such that the internal temperature remained ?+15 C. The cold bath was replaced with a heating mantle and trimethyl orthoformate (150 mL, 1.37 mole) was added quickly over 5 min. The reaction was heated to gentle reflux for 5 hours, then cooled to room temperature. The bulk of the solvent was evaporated in vacuo. The remainder was basified with saturated Na2 CO3 solution (ca. 1 L, pH 9-10) and partitioned with ethyl acetate (1 L). The aqueous phase was extracted with ethyl acetate (4*500 mL), and the combined organics were washed with brine (1*1 L) and then dried (Na2 SO 4). After filtration and solvent evaporation the residue was distilled at reduced pressure (13 mm Hg, bp 56 C.) to give 125.7 g (73% yield, ?99% ee).
73% With sulfuryl dichloride; trimethyl orthoformate; In methanol; ethyl acetate; 10a N-Methyl-proline methyl ester A 2-L three neck round-bottom flask equipped with an overhead stirrer, internal temperature monitor, and addition funnel was charged with N-methyl proline (155.3 g, 1.20 mole) and methanol (800 mL). The vessel was chilled to 0 C. and sulfuryl chloride (110 mL, 1.33 mole) was added dropwise via the addition funnel at a rate such that the internal temperature remained ?+15 C. The cold bath was replaced with a heating mantle and trimethyl orthoformate (150 mL, 1.37 mole) was added quickly over 5 min. The reaction was heated to gentle reflux for 5 hours, then cooled to room temperature. The bulk of the solvent was evaporated in vacuo. The remainder was basified with saturated Na2 CO3 solution (ca. 1 L, pH 9-10) and partitioned with ethyl acetate (1 L). The aqueous phase was extracted with ethyl acetate (4*500 mL), and the combined organics were washed with brine (1*1 L) and then dried (Na2 SO 4). After filtration and solvent evaporation the residue was distilled at reduced pressure (13 mm Hg, bp 56 C.) to give 125.7 g (73% yield, ?99% ee).
 

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