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Chemical Structure| 859164-45-7 Chemical Structure| 859164-45-7

Structure of 859164-45-7

Chemical Structure| 859164-45-7

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Product Details of [ 859164-45-7 ]

CAS No. :859164-45-7
Formula : C12H12FNO
M.W : 205.23
SMILES Code : N#CC1(C2=CC=CC=C2F)CCOCC1
MDL No. :MFCD14690885

Safety of [ 859164-45-7 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P310+P330-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P403+P233-P405-P501
Class:6.1
UN#:3439
Packing Group:

Application In Synthesis of [ 859164-45-7 ]

* 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 [ 859164-45-7 ]

[ 859164-45-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 326-62-5 ]
  • [ 859164-45-7 ]
YieldReaction ConditionsOperation in experiment
80% With sodium hydride; In dimethyl sulfoxide; at 20℃; for 0.5h; Preparation 22; 4- (2-Fluoro-phen)-tetrahydro-pyran-4-carbonitrile ;Slowly add NaH (920mg, 23. 0mmol) to a solution of (2-fluorophenyl)-acetonitrile (1.27mL, 9.95mmol) in DMSO (40. 0mL). Stir the mixture at RT for 30mins then add via cannula a solution of 1,3-dichloropropane (l. OmL, 8. 53mmol) in DMSO (20mL). After addition is complete stir at 75C for 5h. Pour mixture over ice (60g) and extract with Et2O (3 X 50mL). Combine the organic solutions and wash with brine (50mL), then dry filter and concentrate. Purify the material by flash chromatography (using a linear gradient of 100% hexanes to 35% EtOAc/hexanes) to give the title compound (1.4g, 80%) as a yellow oil. 1H NMR (400MHz, CDC13) : 8 7.43 (dt, 1H, J = 1.7, 7.9), 7.36 (m, 1H), 7.19 (dt, 1H, J = 1. 4,7. 7), 7.13 (ddd, 1H, J = 1.4, 6.6, 14.5), 4.08 (m, 2H), 3.94 (dt, 2H, J = 1. 7,7. 9), 2.26 (dt, 2H, J = 4. 4,13. 7), 2.19 (m, 2H).
  • 2
  • [ 326-62-5 ]
  • [ 111-44-4 ]
  • [ 859164-45-7 ]
YieldReaction ConditionsOperation in experiment
56% Step 1: 4- (2 -Fluorophenyl) tetrahydropyran-4-carbonitrile To a solution of 2-<strong>[326-62-5](2-fluorophenyl)acetonitrile</strong> (10.0 g,74.07 rnmol) in DMSO (300 mL) was added sodium hydride (6.8 g,170.37 mmol) at 0C portion wise. After 30 minutes, 1-chloro- 2-(2-chloroethoxy)ethane (6.2 mL, 62.9 rnmol) was added theretoin dropwise manner, and the reaction mixture was heated at 75C under nitrogen for 3 hours. The product formation was confirmed by TLC, then the reaction mixture was poured into ice cold water (3000 mL) and extracted with ethyl acetate (3x 100 mL) . The combined organic layers were washed with brine,dried over sodium sulfate and concentrated under vacuo. The residue thus obtained was purified by column chromatography using 5-8% ethyl acetate in hexane as a mobile phase to give the title compound (8.5 g, 56%)MS(EI)m/z: 206.1 (M + 1); ?H NMR (400 MHz, CDC13): 2.16-2.19(m, 2H), 2.23-2.30 (m, 2H), 3.91-3.97 (m, 2H), 4.08 (dd, J =3.6 & 11.6 Hz, 2H), 7.11-7.17 (m, 1H), 7.16-7.22 (m, 1H),7.34-7.37 (m, 1H), 7.42-7.47 (m, 1H)
 

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