Phosphorus tribromide → 1-(Bromomethyl)-4-methoxycyclohexane

HRID 1740703

Reaction equation

HRID 1740703 reaction equation
[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH:6]([CH2:9]O)[CH2:5][CH2:4]1.P(Br)(Br)[Br:12]>C(Cl)(Cl)(Cl)Cl>[Br:12][CH2:9][CH:6]1[CH2:7][CH2:8][CH:3]([O:2][CH3:1])[CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 18533153(4-Methoxycyclohexyl)methanol

Product 1

HCID 217065291-(Bromomethyl)-4-methoxycyclohexane

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

4-Methoxycyclohexylmethanol (10.5 g) was dissolved in carbon tetrachloride (45 g) and cooled with ice. Phosphorus tribromide (2.8 ml) was added dropwise to the above solution and stirred at ambient temperature overnight. The carbon tetrachloride layer was decanted and dried over magnesium sulfate. After filtering, the carbon tetrachloride from the filtrate was evaporated to yield pale yellow colored liquid of bromomethyl-4-methoxycyclohexane.

Workup

  1. temperaturecooled with ice
  2. customThe carbon tetrachloride layer was decanted
  3. dry with materialdried over magnesium sulfate
  4. filtrationAfter filtering
  5. customthe carbon tetrachloride from the filtrate was evaporated

Sources & evidence

ORD record
ord-1090d29d562a414b84259e233b957a84
Source dataset
uspto-grants-1999_10
Patent number
US05972552

Linked notes

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