1,11-Dibromoundecane → Pentadecane, 1-bromo-14-methyl-

HRID 262924Notes

Reaction equation

HRID 262924 reaction equation
[CH3:1][CH:2]([CH3:7])[CH2:3][CH2:4][Mg]Br.[Br:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]Br>O1CCCC1>[CH3:1][CH:2]([CH3:7])[CH2:3][CH2:4][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][Br:8]

Participants

4

Reactant 2

HCID 855511,11-DibromoundecaneHCID 178418529HCID 178418529, compound

Product 1

HCID 10881292Pentadecane, 1-bromo-14-methyl-

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
-10 °C

Procedure

By a procedure analogous to that described in Example 1, 3-methylbutylmagnesium bromide in tetrahydrofuran is reacted with 34.5 g. of 1,11-dibromoundecane and 0.2 g. of Li2CuCl4 in 75 ml. tetrahydrofuran. After one hour stirring at -10° C., the solution is evaporated and the resultant oil is distilled in vacuo to yield the colorless 14-methyl pentadecyl bromide.

Workup

  1. customis reacted with 34.5 g
  2. customthe solution is evaporated
  3. distillationthe resultant oil is distilled in vacuo

Sources & evidence

ORD record
ord-eabe533532824d7bbda9677ba465f256
Source dataset
uspto-grants-1979_05
Patent number
US04154756

Reaction notes

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