Phosphorus tribromide → HCID 54161519, compound

HRID 2418267Notes

Reaction equation

HRID 2418267 reaction equation
P(Br)(Br)[Br:2].[CH2:5]([C:10](=[CH:13][C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=1[Cl:21])[CH2:11]O)[CH2:6][CH2:7][CH2:8][CH3:9]>C(Cl)(Cl)Cl>[CH2:5]([C:10](=[CH:13][C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=1[Cl:21])[CH2:11][Br:2])[CH2:6][CH2:7][CH2:8][CH3:9]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 540602872-n-Pentyl-3-(2,4-dichlorophenyl)-allyl alcohol

Product 1

HCID 54161519HCID 54161519, compoundYield 272.6%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

32.5 g of PBr3 were added dropwise to a solution of 93 g of (II) in 300 ml of CHCl3 at 10° C. The CHCl3 solution was stirred for 15 hours at room temperature and then poured into ice/water. The organic phase was separated off and the aqueous phase was extracted with CHCl3. The combined organic phases were washed several times with aqueous Na2CO3 solution and with water, dried over Na2SO4 and concentrated. Distillation of the residue gave 110 g of (III) of boiling point 140°-148° C./0.1 mbar.

Workup

  1. customThe organic phase was separated off
  2. extractionthe aqueous phase was extracted with CHCl3
  3. washThe combined organic phases were washed several times with aqueous Na2CO3 solution
  4. dry with materialwith water, dried over Na2SO4
  5. concentrationconcentrated
  6. distillationDistillation of the residue

Sources & evidence

ORD record
ord-7ef550e3b9904846812b722bc1528a5b
Source dataset
uspto-grants-1984_09
Patent number
US04472412

Reaction notes

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