Hydrogen Bromide → 1-Bromo-2,6,10-trimethylundecane

HRID 1415229Notes

Reaction equation

HRID 1415229 reaction equation
[CH3:1][CH:2]([CH2:5][CH2:6][CH2:7][CH:8]([CH3:15])[CH2:9][CH2:10][CH2:11][CH:12]([CH3:14])[CH3:13])[CH2:3]O.[BrH:16]>>[Br:16][CH2:3][CH:2]([CH3:1])[CH2:5][CH2:6][CH2:7][CH:8]([CH3:15])[CH2:9][CH2:10][CH2:11][CH:12]([CH3:14])[CH3:13]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 125714642,6,10-Trimethylundecan-1-ol

Product 1

HCID 144785671-Bromo-2,6,10-trimethylundecane

Procedure

A 21.44 g. (0.10 mol) portion of (±)-2,6,10-trimethylundecan-1-ol was stirred and heated to 140° C as HBr gas was bubbled through the liquid for 4.0 hr. The two-phase mixture was cooled, diluted with petroleum ether (B.P. 30°-60° C) and washed with H2O, saturated aqueous NaHCO3 solution and brine. The solution was filtered through 100 g of Woelm neutral alumina III, stripped of solvent, and distilled to give (±)-1-bromo-2,6,10-trimethylundecane as a colorless liquid: bp 97°-99° C/0.10 mmHg.

Workup

  1. customwas bubbled through the liquid for 4.0 hr
  2. temperatureThe two-phase mixture was cooled
  3. additiondiluted with petroleum ether (B.P. 30°-60° C)
  4. washwashed with H2O, saturated aqueous NaHCO3 solution and brine
  5. filtrationThe solution was filtered through 100 g of Woelm neutral alumina III
  6. distillationdistilled

Sources & evidence

ORD record
ord-1652e9aab0b74d2c8a1d76f5cbfa8234
Source dataset
uspto-grants-1977_01
Patent number
US04003919

Reaction notes

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