Dimethylamine → HCID 10667347, compound

HRID 743337Notes

Reaction equation

HRID 743337 reaction equation
[CH3:1][NH:2][CH3:3].[C:4]1([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]2[CH:25]=[CH:24][CH:23]=[CH:22][C:16]=2[O:17][CH2:18][CH:19]2[CH2:21][O:20]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O1CCCC1>[CH3:1][N:2]([CH2:21][CH:19]([OH:20])[CH2:18][O:17][C:16]1[CH:22]=[CH:23][CH:24]=[CH:25][C:15]=1[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 10565885HCID 10565885, compound

Product 1

HCID 10667347HCID 10667347, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.7 ml of 50% by volume aqueous dimethylamine was added to a solution of 0.208 g of 2-[2-(5-phenylpentyl)phenoxymethyl]oxirane [prepared as described in step (a) above] in 9 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 0.230 g (yield 96%) 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-a3f9bf23411c47a89a78e81e5b0fecea
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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