Phosphorus tribromide → 5-(Bromomethyl)-6-chloro-2H-1,3-benzodioxole

HRID 133184Notes

Reaction equation

HRID 133184 reaction equation
[CH2:1]1[O:5][C:4]2[CH:6]=[C:7]([Cl:12])[C:8]([CH2:10]O)=[CH:9][C:3]=2[O:2]1.P(Br)(Br)[Br:14]>C(OCC)C>[Br:14][CH2:10][C:8]1[C:7]([Cl:12])=[CH:6][C:4]2[O:5][CH2:1][O:2][C:3]=2[CH:9]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 7015319(6-Chloro-1,3-benzodioxol-5-yl)methanol

Product 1

HCID 191052995-(Bromomethyl)-6-chloro-2H-1,3-benzodioxole

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

2.5 g of 6-chloropiperonyl alcohol are dissolved in 80 ml of ethyl ether. The solution is cooled to 0° C. and then 1.9 ml of PBr3 are added. The mixture is stirred at ambient temperature for 18 hours. It is poured onto ice and then extraction is carried out with AcOEt. The organic phase is washed with a saturated NaCl solution. 3.3 g of powder are obtained.

Workup

  1. additionIt is poured onto ice
  2. extractionextraction
  3. washThe organic phase is washed with a saturated NaCl solution

Sources & evidence

ORD record
ord-c986d68ab36c4f71a5a08261f372926c
Source dataset
uspto-grants-2008_06
Patent number
US07390818B2

Reaction notes

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