Water → 1,1'-{4-(Ethylamino)-6-[(prop-2-en-1-yl)oxy]-1,3-phenylene}di(ethan-1-one)

HRID 1649031Notes

Reaction equation

HRID 1649031 reaction equation
[CH2:1](Br)[CH:2]=[CH2:3].[C:5]([C:8]1[CH:13]=[C:12]([C:14](=[O:16])[CH3:15])[C:11]([OH:17])=[CH:10][C:9]=1[NH:18][CH2:19][CH3:20])(=[O:7])[CH3:6].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH2:1]([O:17][C:11]1[CH:10]=[C:9]([C:8]([C:5](=[O:7])[CH3:6])=[CH:13][C:12]=1[C:14](=[O:16])[CH3:15])[NH:18][CH2:19][CH3:20])[CH:2]=[CH2:3]

Participants

6

Reactant 4

HCID 962WaterHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 20481527HCID 20481527, compound

Product 1

HCID 204815281,1'-{4-(Ethylamino)-6-[(prop-2-en-1-yl)oxy]-1,3-phenylene}di(ethan-1-one)Yield 93%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Allyl bromide (2 g) was added to a stirred solution of 4,6-diacetyl-3-ethylaminophenol (0.016 M) in dimethylformamide (30 ml) containing potassium carbonate (2 g). The mixture was heated at 60°-70° C. for two hours, and was then poured into water (100 ml), stirred, and the precipitated product isolated by filtration. Yield 93%, mp 82°-83° C.

Workup

  1. temperatureThe mixture was heated at 60°-70° C. for two hours
  2. customthe precipitated product isolated by filtration

Sources & evidence

ORD record
ord-8ef639f0107f4508bd48fa96b0bc604f
Source dataset
uspto-grants-1983_11
Patent number
US04414416

Reaction notes

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