Dimethylformamide → HCID 19934803, compound

HRID 37187Notes

Reaction equation

HRID 37187 reaction equation
Cl.[CH3:2][NH:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[O:13][CH3:14].[C:15]1([C:21]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[NH:22][CH2:23][CH2:24][CH2:25]Br)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[CH3:14][O:13][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[O:6][CH2:5][CH2:4][N:3]([CH3:2])[CH2:25][CH2:24][CH2:23][NH:22][C:21]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 2565813-Bromo-N-trityl-1-propanamineHCID 19749083[2-(2-Methoxyphenoxy)ethyl](methyl)amine hydrochloride

Product 1

HCID 19934803HCID 19934803, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

8.05 g (0.0370 mol) of N-methyl-2-(2-methoxyphenoxy) ethylamine hydrochloride, 15.5 g (0. 0407 mol) of N-triphenylmethyl-3-bromopropylamine, (0.0925 mol) of potassium carbonate and 75 ml of N,N-dimethylformamide are introduced, under argon, into a 500 ml, three-necked, round-bottomed flask. The mixture is stirred for 15.5 h at 90° C. The reaction mixture is treated with a mixture of water and ice and extracted with ethyl acetate. The organic phase is washed with water, dried over sodium sulphate and concentrated under reduced pressure.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic phase is washed with water
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-39883375f053417189b803f1e6ae0faf
Source dataset
uspto-grants-1995_05
Patent number
US05420130

Reaction notes

Loading…