4-iodo-N,N-dimethylbenzamide → HCID 20062820, compound

HRID 1084966Notes

Reaction equation

HRID 1084966 reaction equation
I[C:2]1[CH:12]=[CH:11][C:5]([C:6]([N:8]([CH3:10])[CH3:9])=[O:7])=[CH:4][CH:3]=1.[CH2:13]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][NH:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:14]#[CH:15]>>[CH3:9][N:8]([CH3:10])[C:6](=[O:7])[C:5]1[CH:11]=[CH:12][C:2]([C:15]#[C:14][CH2:13][O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][NH:23][CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)=[CH:3][CH:4]=1

Participants

3

Reactant 2

HCID 8799334-iodo-N,N-dimethylbenzamideHCID 19101838N-Benzyl-6-[(prop-2-yn-1-yl)oxy]hexan-1-amine

Product 1

HCID 20062820HCID 20062820, compoundYield 83%

Procedure

From 4-iodo-N,N-dimethylbenzamide (2.5 g) and N-[6-[(2-propynyl)oxy]-hexyl]benzenemethanamine (2.23 g). FCC purification eluting with ethyl acetate-triethylamine (100:1) gave the title compound as an orange oil (2.96 g), t.l.c. (Ethyl acetate+few drops triethylamine) Rf 0.15.

Workup

  1. customFCC purification
  2. washeluting with ethyl acetate-triethylamine (100:1)

Sources & evidence

ORD record
ord-2ba52b13402c430795a26e8519809546
Source dataset
uspto-grants-1991_04
Patent number
US05006556

Reaction notes

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