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[ CAS No. 92901-94-5 ] {[proInfo.proName]}

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Chemical Structure| 92901-94-5
Chemical Structure| 92901-94-5
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Product Details of [ 92901-94-5 ]

CAS No. :92901-94-5 MDL No. :MFCD07772804
Formula : C6H9NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :YURZVIJMKNBRIC-UHFFFAOYSA-N
M.W : 127.14 Pubchem ID :7162083
Synonyms :

Safety of [ 92901-94-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 92901-94-5 ]

* 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 [ 92901-94-5 ]

[ 92901-94-5 ] Synthesis Path-Downstream   1~14

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  • 2-ethyl-4-(hydroxymethyl)oxazole [ No CAS ]
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  • C34H54N6O8S [ No CAS ]
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YieldReaction ConditionsOperation in experiment
Example 1.6Dimethyloxazolyl Methanol; Sodium nitrite (12.2 g, 0.18 mol) in water was added dropwise to a solution of ethyl acetoacetate (19.5 mL, 0.15 mol) in glacial acetic acid at r.t. for 1 h. The resulting mixture was stirred for further 1 h at r.t, 80 mL of water added, and stirring continued for 2 h. The reaction mixture was extracted with ether for three times, washed with aqueous Na HCO3, water and brine. The organic layer was dried, concentrated to afford the crude product. Without further purification, the crude product (6.5 g, 40.8 mmol) in a mixture of acetic anhydrous (19.3 mL, 0.21 mol), acetic acid (58 mL), and 210 mg of Pd/C (10% w/w) was hydrogenated at 50 Psi pressure for 1.5 h. The catalyst and solvent were removed and the residue was triturated with hexanes to give ethyl N-acetylacetoacetate as solid, m.p. 38-40 C.The above solid product (3.3 g, 17.6 mmol) was treated with thionyl chloride (1.3 mL, 17.6 mmol) in dry benzene at r.t. The mixture was warmed to 30 C. for 1 h, and for 30 min under water-pump vacuum. The residue was diluted with EtOAc and washed with aqueous NaHCO3, water, and brine. The organic layer was dried, concentrated to give the crude product as a brown oil, which was further reduced by LAH to provide the desired alcohol as a light yellow solid. 1H-NMR: (300 MHz, CDCl3), δ: 4.51 (s, 2H); 2.58 (s, 3H); 2.43 (s, 3H), 2.31 (s, 3H).
The above solid product (3.3 g, 17.6 mmol) was treated with thionyl chloride (1.3 mL, 17.6 mmol) in dry benzene at r.t. The mixture was warmed to 30 0C for 1 h, and for 30 min under water-pump vacuum. The residue was diluted with EtOAc and washed with aqueous NaHCO3, water, and brine. The organic layer was dried, concentrated to give the crude product as a brown oil, which was further reduced by LAH to provide the desired alcohol as a light yellow solid. 1H-NMR: (300 MHz, CDCl3), δ: 4.51 (s, 2 H); 2.58 (s, 3 H); 2.43 (s, 3 H), 2.31 (s, 3 H).
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