Pyrazine → Decylbenzene

HRID 476330

Reaction equation

HRID 476330 reaction equation
I[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[C:12]1([Mg]Br)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.N1C=CN=CC=1>C1COCC1>[CH2:2]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 9261PyrazineHCID 163141-IododecaneHCID 178418255HCID 178418255, compound2×

Product 1

HCID 7716DecylbenzeneYield 71%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1-Iododecane (134.1 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 (29.0 mg, 0.36 mmol) as an internal standard (yield 71%).

Workup

  1. custommaterials, and reacted as in Entry 1

Sources & evidence

ORD record
ord-444823a2407942948fa5a1876215c2b5
Source dataset
uspto-grants-2014_01
Patent number
US08637710B2

Linked notes

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