2-Bromopropane → HCID 9992139, compound

HRID 976350Notes

Reaction equation

HRID 976350 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][C:9]2=[O:12])=[CH:4][C:3]=1[CH:13]([CH3:15])[CH3:14].C(=O)([O-])[O-].[K+].[K+].Br[CH:23]([CH3:25])[CH3:24]>CN(C)C=O>[CH:23]([O:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][C:9]2=[O:12])=[CH:4][C:3]=1[CH:13]([CH3:15])[CH3:14])([CH3:25])[CH3:24]

Participants

5

Reactant 3

HCID 63582-BromopropaneHCID 11430Potassium CarbonateHCID 10397992HCID 10397992, compound

Product 1

HCID 9992139HCID 9992139, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5.4 g of 7-Hydroxy-6-isopropyl-1-tetralone was dissolved in 50 ml of N,N-dimethylformamide, followed by the addition of 7.3 g of potassium carbonate and 4.3 ml of 2-bromopropane. The obtained mixture was stirred for 8 hours under heating, cooled to room temperature by allowing to stand and extracted with ethyl acetate. The organic phase was washed with a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/n-hexane) to give 6.0 g of the title compound as a yellow oil.

Workup

  1. temperatureunder heating
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with a saturated aqueous solution of common salt
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe obtained residue was purified by silica gel chromatography (developer: 5% ethyl acetate/n-hexane)

Sources & evidence

ORD record
ord-a0a53d1c04364589b7ae1b77b9b8c3a3
Source dataset
uspto-grants-1997_03
Patent number
US05612356

Reaction notes

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