Pyridine → HCID 21515698, compound

HRID 1284179Notes

Reaction equation

HRID 1284179 reaction equation
P(Br)(Br)[Br:2].N1C=CC=CC=1.[CH:11]([O:14][CH2:15][CH2:16][CH:17]([CH3:21])[CH2:18][CH2:19]O)([CH3:13])[CH3:12]>>[Br:2][CH2:19][CH2:18][CH:17]([CH3:21])[CH2:16][CH2:15][O:14][CH:11]([CH3:13])[CH3:12]

Participants

4

Reactant 3

HCID 1049PyridineHCID 24614Phosphorus tribromideHCID 21515721HCID 21515721, compound

Product 1

HCID 21515698HCID 21515698, compound

Conditions

Temperature
25 °C

Procedure

13.6 g (0.05 mol) of phosphorus tribromide and 2.47 g (0.03 mol) of pyridine are mixed and cooled to 0°-5°C. 20 g (0.125 mol) of 5-isopropoxy-3-methyl-1-pentanol are added dropwise, whilst stirring, over the course of 1 hour. The turbid mixture is then heated to 25°C and after 2 hours at 12 mm Hg, the reaction mixture is distilled into a receiver containing ice cold saturated sodium bicarbonate solution. (B.P.: 92°-103° /12 mm). The distillate is taken up in ether, successively washed with saturated sodium bicarbonate solution, water, 2N sulphuric acid, water, dried with sodium sulphate and evaporated. The residue is distilled, whereby 1-bromo-5-isopropoxy-3-methyl-pentane is obtained. B.P.: 92°-95° /12 mm Hg.

Workup

  1. temperaturecooled to 0°-5°C
  2. distillationthe reaction mixture is distilled into a receiver
  3. additioncontaining ice cold saturated sodium bicarbonate solution
  4. washsuccessively washed with saturated sodium bicarbonate solution, water, 2N sulphuric acid, water
  5. dry with materialdried with sodium sulphate
  6. customevaporated
  7. distillationThe residue is distilled

Sources & evidence

ORD record
ord-04d1328a4cee4e18acae8e9af57a3321
Source dataset
uspto-grants-1976_08
Patent number
US03978097

Reaction notes

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