Butyl bromide → HCID 21245517, compound

HRID 620942Notes

Reaction equation

HRID 620942 reaction equation
[CH3:1][O:2][C:3]([CH2:5][C:6]1[C:11]([OH:12])=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].C(=O)([O-])[O-].[K+].[K+].[CH2:19](Br)[CH2:20][CH2:21][CH3:22]>CO.C(OCC)C>[CH2:19]([O:12][C:11]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:5][C:3]([O:2][CH3:1])=[O:4])[CH2:20][CH2:21][CH3:22]

Participants

6

Reactant 3

HCID 8002Butyl bromideHCID 11430Potassium CarbonateHCID 89719Methyl (2-hydroxyphenyl)acetate

Product 1

HCID 21245517HCID 21245517, compoundYield 65.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

16.6 g of methyl 2-hydroxyphenyl acetate are dissolved in 100 ml of methanol. 15 g of potassium carbonate and 18 g of n-butyl bromide are added. After 24 hours of refluxing followed by filtration, the solution is concentrated under reduced pressure. The oil obtained is taken up in diethyl ether and washed with NaHCO3 and H2O. Drying over sodium sulfate and removal of the solvent leaves 14.5 g (65%) of a yellow oil which can be purified by distillation.

Workup

  1. temperatureAfter 24 hours of refluxing
  2. filtrationfollowed by filtration
  3. concentrationthe solution is concentrated under reduced pressure
  4. customThe oil obtained
  5. washwashed with NaHCO3 and H2O
  6. dry with materialDrying over sodium sulfate and removal of the solvent

Sources & evidence

ORD record
ord-9000396317d34206b3d3f97c38310748
Source dataset
uspto-grants-1989_04
Patent number
US04822908

Reaction notes

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