Pyrazine → Cyclohexylbenzene

HRID 476327

Reaction equation

HRID 476327 reaction equation
Cl[CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[C:8]1([Mg]Br)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.N1C=CN=CC=1>C1COCC1>[CH:2]1([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 9261PyrazineHCID 10952ChlorocyclohexaneHCID 178418255HCID 178418255, compound2×

Product 1

HCID 13229CyclohexylbenzeneYield 85%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Chlorocyclohexane (59.5 mg, 0.5 mmol) and a THF solution (0.77 mL, 0.97 M, 0.75 mmol) of phenylmagnesium bromide were used as starting materials, and reacted as in Entry 1. Conditions: The THF solution of phenylmagnesium bromide was added dropwise at 40° C. over 2 hours. 1H-NMR analysis was conducted using pyrazine (19.4 mg, 0.24 mmol) as an internal standard (yield 85%).

Workup

  1. custommaterials, and reacted as in Entry 1

Sources & evidence

ORD record
ord-e99af2320c7c41049462def059663b50
Source dataset
uspto-grants-2014_01
Patent number
US08637710B2

Linked notes

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