Dimethylamine → HCID 15389031, compound

HRID 743186Notes

Reaction equation

HRID 743186 reaction equation
[CH3:1][NH:2][CH3:3].[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][CH2:13][CH2:14][CH2:15][C:16]1[CH:26]=[CH:25][CH:24]=[CH:23][C:17]=1[O:18][CH2:19][CH:20]1[CH2:22][O:21]1)#[N:5]>O1CCCC1>[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][CH2:13][CH2:14][CH2:15][C:16]1[CH:26]=[CH:25][CH:24]=[CH:23][C:17]=1[O:18][CH2:19][CH:20]([OH:21])[CH2:22][N:2]([CH3:3])[CH3:1])#[N:5]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 19423935HCID 19423935, compound

Product 1

HCID 15389031HCID 15389031, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2 ml of 50% by volume aqueous dimethylamine were added to a solution of 319 mg of 2-{2-[4-(2-cyanophenyl)butyl]phenoxymethyl}oxirane [prepared as described in step (a) above] in 10 ml of tetrahydrofuran, and the resulting mixture was reacted and worked-up in a similar manner to that described in Example 1(b). The resulting crude product was then purified by column chromatography through silica gel, using a 10:1 by volume mixture of methylene chloride and methanol as the eluent, to give 267 mg (yield 73%) of the title compound as a colorless oil.

Workup

  1. customthe resulting mixture was reacted and worked-up in a similar manner to that
  2. customThe resulting crude product was then purified by column chromatography through silica gel
  3. additionby volume mixture of methylene chloride and methanol as the eluent

Sources & evidence

ORD record
ord-a78d7c43fa364401aec44c6d43abae08
Source dataset
uspto-grants-1996_09
Patent number
US05556864

Reaction notes

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