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[ CAS No. 1150315-87-9 ]

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Chemical Structure| 1150315-87-9
Chemical Structure| 1150315-87-9
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Product Details of [ 1150315-87-9 ]

CAS No. :1150315-87-9 MDL No. :MFCD24470947
Formula : C18H23FN2O2 Boiling Point : 443.8±45.0°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :318.39 g/mol Pubchem ID :67531507
Synonyms :

Safety of [ 1150315-87-9 ]

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 [ 1150315-87-9 ]

  • Upstream synthesis route of [ 1150315-87-9 ]
  • Downstream synthetic route of [ 1150315-87-9 ]

[ 1150315-87-9 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 518070-26-3 ]
  • [ 118753-70-1 ]
  • [ 1150315-87-9 ]
YieldReaction ConditionsOperation in experiment
33%
Stage #1: With sodium hydride In dimethyl sulfoxide for 5 h;
Stage #2: at 0 - 20℃;
A: 1,1 -Dimethylethyl 4-cyano-4-(2-fluoro-4-methylphenyl)- 1 -piperidinecarboxylate(2-Fluoro-4-methylphenyl)acetonitrile (11.49 g, 77 mmol) was gradually added to a suspension of sodium hydride (11.70 g, 293 mmol) and DMSO (200 mL) in a 1-L round-bottomed flask fitted with a mechanical overhead stirrer. The reaction was stirred for about 5 hours, after which time the mixture was cooled in an ice bath. A mixture of 1,1 -dimethylethyl bis(2-chloroethyl)carbamate (20.38 g, 84 mmol) in 30 mL of DMSO was then added, and the resulting solution was allowed to warm to ambient temperature and stir overnight. Water was added slowly, and the organics were extracted with DCM (3 x 300 mL). The combined DCM extracts were washed with water (2 x 400 mL) then dried over sodium sulfate and concentrated. The product was purified on a 330 g silica gel column, eluting with 70-100percent hexanes in DCM. The product was obtained as a yellow oil (8.2g, 33percent). MS (ES) m/e 219.1[M+H]+.
33%
Stage #1: With sodium hydride In dimethyl sulfoxide for 5 h; Cooling with ice
Stage #2: at 20℃;
(2-Fluoro-4-methylphenyl)acetonitrile (11.49 g, 77 mmol) was gradually added to a suspension of sodium hydride (11.70 g, 293 mmol) and DMSO (200 mL) in a 1-L round- bottomed flask fitted with a mechanical overhead stirrer. The reaction was stirred for about 5 h, after which time the mixture was cooled in an ice bath. A mixture of 1,1- dimethylethyl bis(2-chloroethyl)carbamate (20.38 g, 84 mmol) in DMSO (30 mL) was then added, and the resulting solution was allowed to warm to room temperature and stir overnight. Water was added slowly, and the organics were extracted with DCM (3 x 300 mL). The combined DCM extracts were washed with water (2 x 400 mL) then dried over sodium sulfate and concentrated. The product was purified on a 330 g silica gel column, eluting with 70-100percent hexanes in DCM. The product was obtained as a yellow oil (8.2g, 33percent). MS (ES) m/e 219.1 [M+H]+.
Reference: [1] Patent: WO2009/61881, 2009, A1, . Location in patent: Page/Page column 23
[2] Patent: WO2010/80873, 2010, A1, . Location in patent: Page/Page column 36
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