2-(Dimethylamino)ethanol → HCID 54518851, compound

HRID 1382644Notes

Reaction equation

HRID 1382644 reaction equation
[Na].[CH3:2][N:3]([CH3:7])[CH2:4][CH2:5][OH:6].F[C:9]1[CH:14]=[CH:13][C:12]([C:15]([C:29]2[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][CH:30]=2)=[C:16]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=2)[C:17]([F:20])([F:19])[F:18])=[CH:11][CH:10]=1>CCOCC>[CH3:2][N:3]([CH3:7])[CH2:4][CH2:5][O:6][C:9]1[CH:14]=[CH:13][C:12]([C:15]([C:29]2[CH:30]=[CH:31][C:32]([O:35][CH3:36])=[CH:33][CH:34]=2)=[C:16]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=2)[C:17]([F:18])([F:19])[F:20])=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 79022-(Dimethylamino)ethanolHCID 5360545SodiumHCID 537078071-(4-Fluorophenyl)-3,3,3-trifluoro-1,2-bis-(4-methoxyphenyl)-propene

Product 1

HCID 54518851HCID 54518851, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
170 °C

Procedure

0.46 g (0.02 g.-atoms) of sodium are dissolved in 3.56 g (40 mmoles) of 2-dimethylamino-ethanol, 4.02 g (10 mmoles) of 1-(4-fluorophenyl)-3,3,3-trifluoro-1,2-bis-(4-methoxyphenyl)-propene are added, and the mixture is heated at 170° C. for one hour. The reaction mixture is cooled, diluted with 200 ml of ether, washed with water until neutral, dried and then evaporated. The residue is recrystallized from 45 ml of hexane. 3.43 g (73%) of the aimed compound are obtained; m.p.: 77°-79° C.

Workup

  1. temperatureThe reaction mixture is cooled
  2. washwashed with water until neutral,
  3. customdried
  4. customevaporated
  5. customThe residue is recrystallized from 45 ml of hexane

Sources & evidence

ORD record
ord-06eadd1e23ed4e24afecf6e25b8a5f36
Source dataset
uspto-grants-1989_02
Patent number
US04806685

Reaction notes

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