Dimethylamine → HCID 10548508, compound

HRID 743339Notes

Reaction equation

HRID 743339 reaction equation
[CH3:1][NH:2][CH3:3].[C:4]1([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]2[CH:26]=[CH:25][CH:24]=[CH:23][C:17]=2[O:18][CH2:19][CH:20]2[CH2:22][O:21]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O1CCCC1>[CH3:1][N:2]([CH2:22][CH:20]([OH:21])[CH2:19][O:18][C:17]1[CH:23]=[CH:24][CH:25]=[CH:26][C:16]=1[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 10804918HCID 10804918, compound

Product 1

HCID 10548508HCID 10548508, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.7 ml of 50% by volume aqueous dimethylamine were added to a solution of 0.200 g of 2-[2-(6-phenylhexyl)phenoxymethyl]oxirane [prepared as described in step (a) above] in 7 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 15:1 by volume mixture of methylene chloride and methanol as the eluent, to give 0.227 g (yield 99%) 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-12a8735f91a74ba29a2cf98900cee1ef
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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