Water → HCID 18989443, compound

HRID 2395593Notes

Reaction equation

HRID 2395593 reaction equation
[Br:1][C:2]1[CH:3]=[C:4](/[CH:9]=[CH:10]/[CH2:11]O)[CH:5]=[C:6]([F:8])[CH:7]=1.P(Br)(Br)[Br:14].O>CCOCC>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4](/[CH:9]=[CH:10]/[CH2:11][Br:14])[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24614Phosphorus tribromideHCID 18989442HCID 18989442, compound

Product 1

HCID 18989443HCID 18989443, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 4.2 g (0.0182 mol) of (E)-3-(3-bromo-5-fluorophenyl)-2-propen-1-ol in 65 ml of anhydrous ether is cooled to 0° C. under a nitrogen atmosphere. 3.3 g (0.0121 mol) of phosphorus tribromide are added dropwise and then the mixture is stirred for 1 h at 0° C. and left to return to room temperature overnight. The mixture is poured into water and extraction with ether, washing with water, drying over sodium sulphate, filtration and concentration under vacuum are carried out.

Workup

  1. waitleft
  2. waitto return to room temperature overnight
  3. washwashing with water
  4. dry with materialdrying over sodium sulphate, filtration and concentration under vacuum

Sources & evidence

ORD record
ord-fee933fb32a54274abb250dada81bc63
Source dataset
uspto-grants-1996_02
Patent number
US05489592

Reaction notes

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