Dimethylamine → HCID 10621334, compound

HRID 743341Notes

Reaction equation

HRID 743341 reaction equation
[CH3:1][NH:2][CH3:3].[C:4]1([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]2[CH:27]=[CH:26][CH:25]=[CH:24][C:18]=2[O:19][CH2:20][CH:21]2[CH2:23][O:22]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O1CCCC1>[CH3:1][N:2]([CH2:23][CH:21]([OH:22])[CH2:20][O:19][C:18]1[CH:24]=[CH:25][CH:26]=[CH:27][C:17]=1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH3:3]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 10734795HCID 10734795, compound

Product 1

HCID 10621334HCID 10621334, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.0 ml of 50% by volume aqueous dimethylamine was added to a solution of 0.41 g of the crude compound containing 2-[2-(7-phenylheptyl)phenoxymethyl]oxirane [prepared as described in step (a) above]in 6 ml of tetrahydrofuran, and the mixture was stirred at room temperature for one day. At the end of this time, the solvent was removed by distillation under reduced pressure, and the resulting residue was purified by column chromatography through silica gel, using a 19:1 by volume mixture of methylene chloride and methanol as the eluent, to give 0.32 g (yield 69%) of the title compound as a colorless oil.

Workup

  1. customprepared
  2. customAt the end of this time, the solvent was removed by distillation under reduced pressure
  3. customthe resulting residue was purified by column chromatography through silica gel
  4. additionby volume mixture of methylene chloride and methanol as the eluent

Sources & evidence

ORD record
ord-450eb5ac88044dcfbb244ba56c818186
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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