Phosphorus tribromide → HCID 21275134, compound

HRID 2412852Notes

Reaction equation

HRID 2412852 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11](O)[CH:12]([CH3:22])[CH2:13][N:14]2[CH2:19][CH:18]([CH3:20])[O:17][CH:16]([CH3:21])[CH2:15]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].P(Br)(Br)[Br:25]>N1C=CC=CC=1>[Br:25][CH:11]([C:8]1[CH:9]=[CH:10][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:6][CH:7]=1)[CH:12]([CH3:22])[CH2:13][N:14]1[CH2:19][CH:18]([CH3:20])[O:17][CH:16]([CH3:21])[CH2:15]1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 12768118HCID 12768118, compound

Product 1

HCID 21275134HCID 21275134, compoundYield 200.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

21.6 g (0.07 mole) of 1-(p-tert.-butyl-phenyl)-2-methyl-3-(2,6-dimethylmorpholin-4-yl)-1-propanol (obtained according to Example 2) were dissolved in 250 ml of petroleum ether with 1.9 ml of pyridine and a solution of 2.9 ml (0.03 mole) of phosphorus tribromide in 50 ml of petroleum ether was added dropwise at -5° to -10° C. The mixture was subsequently stirred at room temperature for 3 hours and the precipitate was filtered off, washed with petroleum ether and dissolved in chloroform. The chloroform phase was washed with sodium bicarbonated solution, dried over sodium sulphate and concentrated in vacuo. 23 g (88% of theory) of 1-bromo-1-(p-tert.-butyl-phenyl)-2-methyl-3-(2,6-dimethylmorpholin-4-yl)-propane were obtained as a viscous oil.

Workup

  1. filtrationthe precipitate was filtered off
  2. washwashed with petroleum ether
  3. dissolutiondissolved in chloroform
  4. washThe chloroform phase was washed with sodium bicarbonated solution
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-0addbfe804644a5b8079f1c42eced01f
Source dataset
uspto-grants-1985_01
Patent number
US04495184

Reaction notes

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