Ethanol → HCID 70618683, compound

HRID 372114Notes

Reaction equation

HRID 372114 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:19]=[CH:18][C:11]([O:12][CH2:13][CH:14]([OH:17])[CH2:15][NH2:16])=[CH:10][CH:9]=1.[CH3:20][C:21]1[CH:32]=[CH:31][C:24]([C:25]([CH2:27][C:28](=O)[CH3:29])=[O:26])=[CH:23][N:22]=1.C(O)C>C(O)=O>[CH3:20][C:21]1[CH:32]=[CH:31][C:24]([C:25]([CH:27]=[C:28]([NH:16][CH2:15][CH:14]([OH:17])[CH2:13][O:12][C:11]2[CH:10]=[CH:9][C:8]([O:7][CH2:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])=[CH:19][CH:18]=2)[CH3:29])=[O:26])=[CH:23][N:22]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 202128141-(6-Methylpyridin-3-yl)butane-1,3-dioneHCID 20352683HCID 20352683, compound

Product 1

HCID 70618683HCID 70618683, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

54.0 g of 1-(p-[4-methoxybutoxy]-phenoxy)-3-aminopropan-2-ol ##STR66## 37.3 g of 6-methylnicotinoyl-acetone ##STR67## 400 ml of ethanol and 0.1 ml of formic acid are heated to 50° for 1 hour and stirred at room temperature for a further 20 hours. Filtration gives 61.3 g of 1-(2-[6 -methylnicotinoyl]-1-methylvinylamino)-3-(p-[4-methoxy- butoxy]-phenoxy)-propan-2-ol ##STR68## Melting points: 143°-145°. A further 15.0 g of the same substance can be obtained from the filtrate. Yield: 89% of theory.

Workup

  1. filtrationFiltration

Sources & evidence

ORD record
ord-6337d1cc363c4cf4b7da967a74ad77c1
Source dataset
uspto-grants-1978_05
Patent number
US04088764

Reaction notes

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