Benzyl Bromide → 1-(Benzyloxy)-4-iodobenzene

HRID 1595688Notes

Reaction equation

HRID 1595688 reaction equation
[H-].[Na+].[I:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[CH2:11](Br)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CN(C)C=O>[I:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 108944-IodophenolHCID 24758Sodium hydride

Product 1

HCID 5196711-(Benzyloxy)-4-iodobenzene

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2.4 g of 50% sodium hydride in oil is added at 0° C. and under an inert atmosphere to 10 g of para-iodo-phenol in 150 ml of dimethylformamide, the mixture is maintained under agitation for 30 minutes and 5.9 ml of benzyl bromide is added. After agitation for 30 minutes while allowing the reaction medium to return to ambient temperature, the reaction medium is poured onto ice and a precipitation of the product is observed. After drying, 14.7 g of expected product is obtained.

Workup

  1. temperaturethe mixture is maintained under agitation for 30 minutes
  2. customto return to ambient temperature
  3. additionthe reaction medium is poured onto ice
  4. customa precipitation of the product
  5. customAfter drying

Sources & evidence

ORD record
ord-774523d30f3f466fbe7e8634d99c605a
Source dataset
uspto-grants-2001_09
Patent number
US06288126B1

Reaction notes

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