Dimethylamine → HCID 10665509, compound

HRID 743335Notes

Reaction equation

HRID 743335 reaction equation
[CH3:1][NH:2][CH3:3].[C:4]1([CH2:10][CH2:11][CH2:12][C:13]2[CH:23]=[CH:22][CH:21]=[CH:20][C:14]=2[O:15][CH2:16][CH:17]2[CH2:19][O:18]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O1CCCC1>[CH3:1][N:2]([CH2:19][CH:17]([OH:18])[CH2:16][O:15][C:14]1[CH:20]=[CH:21][CH:22]=[CH:23][C:13]=1[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 10849523HCID 10849523, compound

Product 1

HCID 10665509HCID 10665509, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3 ml of 50% by volume aqueous dimethylamine were added to a solution of 0.45 g of 2-[2-(3-phenylpropyl)phenoxymethyl]oxirane [prepared as described in step (a) above] in 10 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 20:1 by volume mixture of methylene chloride and methanol as the eluent, to give 0.31 g (yield 59%) of the title compound as a colorless oil.

Workup

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

Sources & evidence

ORD record
ord-11a56e7b44bb41778c56c0a31f7e1555
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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