Tetrahydrofuran → 1-Decyl-2,4,6-trimethylbenzene

HRID 476332Notes

Reaction equation

HRID 476332 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].C1COCC1.[CH3:17][C:18]1[CH:23]=[C:22]([CH3:24])[CH:21]=[C:20]([CH3:25])[C:19]=1[Mg]Br>CCCCCC>[CH2:2]([C:19]1[C:20]([CH3:25])=[CH:21][C:22]([CH3:24])=[CH:23][C:18]=1[CH3:17])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 8028Tetrahydrofuran2×HCID 81731-BromodecaneHCID 178425415HCID 178425415, compound2×

Product 1

HCID 111845441-Decyl-2,4,6-trimethylbenzene

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

1-Bromodecane (110.8 mg, 0.5 mmol) and a THF solution (0.66 mL, 1.14 M, 0.75 mmol) of 2,4,6-trimethylphenylmagnesium bromide were used as starting materials, and reacted as in Entry 1. Conditions: The THF solution of 2,4,6-trimethylphenylmagnesium bromide was added dropwise at 40° C. over 3 hours. After thin-layer chromatography (hexane), the title compound was obtained as a colorless liquid (0.099 g, yield 76%).

Workup

  1. custommaterials, and reacted as in Entry 1

Sources & evidence

ORD record
ord-e43b0e680ece4385a15042b31f204f12
Source dataset
uspto-grants-2014_01
Patent number
US08637710B2

Reaction notes

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