Ethanol → HCID 10489839, compound

HRID 2371531Notes

Reaction equation

HRID 2371531 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(O)C.[CH2:19]([NH:21][CH2:22]C)C.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[CH3:19][N:21]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:22]

Participants

6

Reactant 4

HCID 702EthanolHCID 8021DiethylamineHCID 516892Sodium BicarbonateHCID 563758(8-Bromooctyl)benzene

Product 1

HCID 10489839HCID 10489839, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 538 mg of (8-bromooctyl)benzene were added 1 ml of ethanol and 1.05 ml of 50% aqueous diethylamine solution, and the mixture was stirred at a room temperature for 7.5 hours. To the mixture were added 30 ml of ethyl acetate and 5 ml of 5% sodium bicarbonate aqueous solution, and the resulting layers were separated. The organic layer was washed with water and a saturated sodium chloride aqueous solution, dried over magnesium sulfate, and evaporated under a reduced pressure. The residue was applied to a silica gel column and eluted with chloroform/methanol (9:1) to eliminate impurities appeared on the start point on thin layer chromatography. In this way, compound as colorless liquid, 378 mg of the title compound was obtained as colorless liquid.

Workup

  1. customthe resulting layers were separated
  2. washThe organic layer was washed with water
  3. dry with materiala saturated sodium chloride aqueous solution, dried over magnesium sulfate
  4. customevaporated under a reduced pressure
  5. washeluted with chloroform/methanol (9:1)

Sources & evidence

ORD record
ord-e73c47a0085e45be878c3ccd2907d8c5
Source dataset
uspto-grants-1992_03
Patent number
US05093370

Reaction notes

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