Phosphorus tribromide → HCID 178447937, compound

HRID 2199025Notes

Reaction equation

HRID 2199025 reaction equation
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH2:10]O)[CH2:6][CH2:5]1)[CH2:2][CH3:3].P(Br)(Br)[Br:13]>N1C=CC=CC=1.C1C=CC=CC=1>[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH2:10][Br:13])[CH2:6][CH2:5]1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 178448086HCID 178448086, compound

Product 1

HCID 178447937HCID 178447937, compound

Reagents, catalysts & solvents 1

HCID 18473222Benzene pyridineSolvent

Procedure

Compound (31) obtained according to section (A) (15.6 g, 0.1 mole) was added at 0° C. to 150 ml of pyridine-benzene mixture (1:1), and while being stirred, the solution was added to 9.0 g (0.033 mole) of PBr3. The reaction mixture was stirred for 2 hours at 0° C. and then 2 hours at room temperature, poured over ice/2 N HCl and extracted with diethyl ether. The ether extract was washed once each with 2 N HCl, 2 N NaOH, and NaCl solution, dried with Na2SO4, and concentrated. The bromide of formula (32) was purified chromatographically with silica gel.

Workup

  1. stirringThe reaction mixture was stirred for 2 hours at 0° C.
  2. extractionextracted with diethyl ether
  3. extractionThe ether extract
  4. washwas washed once each with 2 N HCl, 2 N NaOH, and NaCl solution
  5. dry with materialdried with Na2SO4
  6. concentrationconcentrated
  7. customThe bromide of formula (32) was purified chromatographically with silica gel

Sources & evidence

ORD record
ord-13d8aa773a9547c088295185e49c7246
Source dataset
uspto-grants-1982_11
Patent number
US04361494

Reaction notes

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