Allyl bromide → HCID 22625454, compound

HRID 1977274Notes

Reaction equation

HRID 1977274 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:24](Br)[CH:25]=[CH2:26]>CN(C)C=O>[CH2:26]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1)[CH:25]=[CH2:24]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 1490289Methyl 4'-hydroxy(1,1'-biphenyl)-4-carboxylate

Product 1

HCID 22625454HCID 22625454, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A solution of methyl 4-(4′-hydroxyphenyl)benzoate (5 g) in N,N-dimethylformamide (50 ml) was treated with potassium carbonate (6.06 g) and allyl bromide (2.46 ml), then heated at 60° C. for 3 hours. After cooling, the reaction mixture was poured into ice-water (˜200 ml) and the resulting precipitate was collected by filtration, washed with water, then isopropyl ether, then dried to give methyl 4-[4′-(allyloxy) phenyl]benzoate (5.55 g) as a solid.

Workup

  1. temperatureAfter cooling
  2. filtrationthe resulting precipitate was collected by filtration
  3. washwashed with water
  4. dry with materialisopropyl ether, then dried

Sources & evidence

ORD record
ord-95ce5e345dc24590b462413bf6678680
Source dataset
uspto-grants-2001_05
Patent number
US06232290B1

Reaction notes

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