Trimethylamine → HCID 14071388, compound

HRID 1708838Notes

Reaction equation

HRID 1708838 reaction equation
[CH2:1]([NH:5][C:6]([CH3:30])=[C:7]([C:21](=[O:29])[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:8]([NH:10][C:11]1[C:16]([CH2:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:19][CH3:20])=[O:9])[CH2:2][CH2:3][CH3:4].CO[C:33](OC)(N(C)C)[CH3:34].CN(C)C>C1C=CC=CC=1>[CH2:1]([N:5]1[C:33]([CH3:34])=[C:22]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:21](=[O:29])[C:7]([C:8]([NH:10][C:11]2[C:12]([CH2:19][CH3:20])=[CH:13][CH:14]=[CH:15][C:16]=2[CH2:17][CH3:18])=[O:9])=[C:6]1[CH3:30])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 1146TrimethylamineHCID 878351,1-Dimethoxyethyl(dimethyl)amineHCID 178449068HCID 178449068, compound

Product 1

HCID 14071388HCID 14071388, compoundYield 43.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 4.07 g (10 mmol) of the resulted 3-butylamino-N-(2,6-diethylphenyl)-2-phenylacetyl-2-butenic acid amide, 4.00 g (30 mmol) of N,N-dimethylacetamide dimethyl ketal, 0.4 ml of trimethylamine and 20 ml of benzene was refluxed for 3 hours under nitrogen atmosphere. The residue, obtained by concentrating the reaction mixture under vacuo, was column-chromatographed on silica gel to afford 1.87 g of the title compound, as oil.

Workup

  1. temperaturewas refluxed for 3 hours under nitrogen atmosphere
  2. customThe residue, obtained
  3. concentrationby concentrating the reaction mixture under vacuo
  4. customwas column-chromatographed on silica gel

Sources & evidence

ORD record
ord-c39e0d00ecda48aab514553124a3996b
Source dataset
uspto-grants-1990_08
Patent number
US04946497

Reaction notes

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