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[ CAS No. 530116-33-7 ]

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Chemical Structure| 530116-33-7
Chemical Structure| 530116-33-7
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CAS No. :530116-33-7 MDL No. :MFCD22034255
Formula : C13H26N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :242.36 g/mol Pubchem ID :57985139
Synonyms :

Safety of [ 530116-33-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 530116-33-7 ]

  • Upstream synthesis route of [ 530116-33-7 ]
  • Downstream synthetic route of [ 530116-33-7 ]

[ 530116-33-7 ] Synthesis Path-Upstream   1~2

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  • [ 91419-52-2 ]
  • [ 530116-33-7 ]
YieldReaction ConditionsOperation in experiment
99%
Stage #1: With cerium(III) chloride In tetrahydrofuran; diethyl ether at -78℃; for 4.5 h;
Stage #2: With ammonia In tetrahydrofuran; diethyl ether; water at -78 - 20℃; for 1 h;
Cerium(III) chloride heptahydrate (25.5 g, 68.4 mmol) powder was stirred under vacuum (<0.1 mm Hg) at 145° C. for 18 h. The solid was allowed to cool to rt. THF (120 mL) was added and the solid was stirred at rt for 2 h. The suspension was cooled to -78° C. MeLi (45 mL, 1.4 M in Et2O, 63 mmol) was added dropwise over 30 min. The reaction mixture was stirred -78° C. for 30 min. A solution of 1-(t-butoxycarbonyl)-4-cyanopiperidine (4.35 g, 20.7 mmol) in THF (15 mL) was introduced by cannula, and the reaction was allowed to proceed at -78° C. for 4.5 h. Conc. ammonium hydroxide (40 mL) was added and the reaction mixture was allowed to warm to rt. CH2Cl2 (100 mL) was added and the mixture was stirred at rt for 1 h, then filtered through a Celite.(R). pad. The Celite.(R). pad was washed with CH2Cl2 (3.x.50 mL). The combined filtrates were concentrated under reduced pressure to afford 5.0 g (99percent) of Compound 65.
Reference: [1] Patent: US2004/10013, 2004, A1, . Location in patent: Page/Page column 61
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Reference: [1] Synthesis, 2006, # 24, p. 4143 - 4150
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