Phosphorus tribromide → HCID 178445605, compound

HRID 1707536Notes

Reaction equation

HRID 1707536 reaction equation
[CH2:1]([C@H:5]1[CH2:10][CH2:9][C@H:8]([CH2:11][CH2:12]O)[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4].P(Br)(Br)[Br:15]>>[CH2:1]([C@H:5]1[CH2:10][CH2:9][C@H:8]([CH2:11][CH2:12][Br:15])[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 24614Phosphorus tribromide2×HCID 178445623HCID 178445623, compound

Product 1

HCID 178445605HCID 178445605, compoundYield 144.4%

Procedure

31 g (0.17 mol) of 2-(trans-4'-butylcyclohexyl)ethanol was given dropwise addition of 23 g (0.09 mol) of PBr3 while stirring at room temperature, after which it was stirred for 1 hour on a 70° C. hot water bath. The reactant was cooled to room temperature, poured into ice water to decompose the excess PBr3, the oily layer was taken off, and the water layer was extracted with chloroform and combined with the oily layer and washed with water. The chloroform was removed, and the remaining oily substance was distilled under reduced pressure (b. p. 99° C./2 mmHg) to obtain 32 g (0.13 mol) of 2-(trans-4'-butylcyclohexyl)-1-bromoethane.

Workup

  1. stirringafter which it was stirred for 1 hour on a 70° C. hot water bath
  2. temperatureThe reactant was cooled to room temperature
  3. extractionthe water layer was extracted with chloroform
  4. washwashed with water
  5. customThe chloroform was removed
  6. distillationthe remaining oily substance was distilled under reduced pressure (b. p. 99° C./2 mmHg)

Sources & evidence

ORD record
ord-b101d3c3165a45d0a88e3c026fdbd9d7
Source dataset
uspto-grants-1994_10
Patent number
US05354502

Reaction notes

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