Carbon tetrabromide → 1-(2-Bromo-ethyl)-4-propylidenecyclohexane

HRID 1106365Notes

Reaction equation

HRID 1106365 reaction equation
[CH:1](=[C:4]1[CH2:9][CH2:8][CH:7]([CH2:10][CH2:11]O)[CH2:6][CH2:5]1)[CH2:2][CH3:3].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:32]C(Br)(Br)Br>C(#N)C>[Br:32][CH2:11][CH2:10][CH:7]1[CH2:8][CH2:9][C:4](=[CH:1][CH2:2][CH3:3])[CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 187878562-(4-Propylidenecyclohexyl)ethanol

Product 1

HCID 187878621-(2-Bromo-ethyl)-4-propylidenecyclohexane

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

40.4 g of 2-(4-propylidenecyclohexyl)ethanol, 69.5 g of triphenylphosphine and 500 ml of acetonitrile were cooled to -5° C. A solution of 99.5 g of tetrabromomethane in 100 ml of acetonitrile was then added with stirring, and the mixture was stirred at RT overnight. The solvent was then removed, and the residue was subjected to conventional work-up, giving 1-(2-bromo-ethyl)-4-propylidenecyclohexane.

Workup

  1. stirringthe mixture was stirred at RT overnight
  2. customThe solvent was then removed

Sources & evidence

ORD record
ord-9be64b6c311b4ea7ba4984da150605bc
Source dataset
uspto-grants-2000_05
Patent number
US06056895

Reaction notes

Loading…