Pentane → HCID 131720371, compound

HRID 2119987Notes

Reaction equation

HRID 2119987 reaction equation
[CH3:1][C:2]1[C:3]([CH3:20])=[C:4]([CH3:19])[C:5]([Si:8]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)([CH3:10])[CH3:9])([CH3:7])[CH:6]=1.CCCCC.C([Li:30])CCC>C(OCC)C.CCCCCC>[CH3:1][C:2]1[C:3]([CH3:20])=[C:4]([CH3:19])[C:5]([Si:8]([N-:11][C:12]2[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=2)([CH3:10])[CH3:9])([CH3:7])[CH:6]=1.[Li+:30].[Li+:30].[CH3:1][C:2]1[C:3]([CH3:20])=[C:4]([CH3:19])[C:5]([Si:8]([N-:11][C:12]2[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=2)([CH3:10])[CH3:9])([CH3:7])[CH:6]=1

Participants

6

Reactant 3

HCID 8003PentaneHCID 131720372HCID 131720372, compoundHCID 178418339Butyllithium

Product 1

HCID 131720371HCID 131720371, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8058HexaneSolvent

Procedure

((Tetramethylcyclopentadienyl)dimethylsilyl) (4-fluorophenyl)amine in diethyl ether solvent and butyl lithium 2.5 M in hexane solvent were combined in equivalent amounts. A white precipitate formed. Pentane was added to the slurry. The precipitate was filtered, washed with pentane and dried. 1H NMR (THF-d8) δ 7.28 (m, 2.0), 6.77 (m, 2), 3.27 (s, 2.7), 2.05 (s, 5.2), 2.01(s, 5.2), 0.44 (S, 4.6)

Workup

  1. customA white precipitate formed
  2. filtrationThe precipitate was filtered
  3. washwashed with pentane
  4. customdried

Sources & evidence

ORD record
ord-ec9250953d084743ac676cb0187a15e6
Source dataset
uspto-grants-2004_02
Patent number
US06686488B2

Reaction notes

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