Boron tribromide → HCID 45095132, compound

HRID 1182034Notes

Reaction equation

HRID 1182034 reaction equation
[CH2:1]([C:3]1[CH:17]=[CH:16][C:6]([O:7][CH2:8]OC2C=CC=CC=2)=[CH:5][CH:4]=1)[CH3:2].B(Br)(Br)Br>ClCCl>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([O:7][C:8]2[CH:1]=[CH:3][CH:4]=[CH:5][C:6]=2[OH:7])=[CH:16][CH:17]=1)[CH3:2]

Participants

4

Reactant 2

HCID 25134Boron tribromide2×HCID 67119986HCID 67119986, compound

Product 1

HCID 45095132HCID 45095132, compoundYield 135.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

710 mg of 2-(4-ethylphenoxy)methoxybenzene 70 are dissolved in 5 ml absolute dichloromethane. 0.6 ml of boron tribromide (1 M dichloromethane) is added dropwise, and the solution stirs for 6 h. Further BBr3 is added and the mixture is stirred until the reaction is almost complete according to LCMS. The solution is brought into ice-water, the organic phase is separated off, and the aqueous phase is extracted three times with dichloromethane. The combined organic phase is dried, evaporated to dryness and purified by chromatography. 450 mg of the desired product are obtained. C14H14O2 (214.27) MS (ESI): 215.10 (M+H+).

Workup

  1. customthe organic phase is separated off
  2. extractionthe aqueous phase is extracted three times with dichloromethane
  3. customThe combined organic phase is dried
  4. customevaporated to dryness
  5. custompurified by chromatography

Sources & evidence

ORD record
ord-8910ca98420d41f8808a3415103890a0
Source dataset
uspto-grants-2007_10
Patent number
US07288528B2

Reaction notes

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