1-Bromooctadecane → HCID 18789398, compound

HRID 1106668Notes

Reaction equation

HRID 1106668 reaction equation
C(=O)([O-])[O-].[K+].[K+].Br[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].[OH:26][CH2:27][CH2:28][CH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][NH:30]1>CC(C)=O>[CH2:8]([N:30]1[CH2:31][CH2:32][CH2:33][CH2:34][CH:29]1[CH2:28][CH2:27][OH:26])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Participants

5

Reactant 3

HCID 82181-BromooctadecaneHCID 11430Potassium CarbonateHCID 151442-Piperidin-2-ylethanol

Product 1

HCID 18789398HCID 18789398, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
40 °C

Procedure

Potassium carbonate (2.312 g) and 1-bromooctadecane (2.80 ml) were added to a solution of 2-(2-hydroxyethyl)piperidine (1.057 g) in acetone. The solution was stirred for 18 hours at 40° C. and was further stirred for 23 hours at 60° C. After the insoluble matter was filtrated out under a vacuum, the filtrate was concentrated. The residue was diluted with chloroform, washed with saturated sodium hydrogencarbonate aqueous solution and saturated brine successively, dried over sodium sulfate anhydride, and concentrated. The residue was purified by silica gel column chromatography (silica gel 60 g, chloroform:methanol=30:1~10:1), thereby yielding the entitled compound (1.935 g) as white solid.

Workup

  1. stirringwas further stirred for 23 hours at 60° C
  2. filtrationAfter the insoluble matter was filtrated out under a vacuum
  3. concentrationthe filtrate was concentrated
  4. additionThe residue was diluted with chloroform
  5. washwashed with saturated sodium hydrogencarbonate aqueous solution and saturated brine successively
  6. dry with materialdried over sodium sulfate anhydride
  7. concentrationconcentrated
  8. customThe residue was purified by silica gel column chromatography (silica gel 60 g, chloroform:methanol=30:1~10:1)

Sources & evidence

ORD record
ord-9476367fa0fa482c8a283e64f951a910
Source dataset
uspto-grants-2000_05
Patent number
US06057337

Reaction notes

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