Water → HCID 70574878, compound

HRID 2286359Notes

Reaction equation

HRID 2286359 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([C:35]2[CH:40]=[CH:39][C:38]([F:41])=[CH:37][CH:36]=2)[O:15][CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][N:21]([C:24](=O)[CH:25]=[CH:26][C:27]3[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=3)[CH2:20][CH2:19]2)=[CH:10][CH:9]=1.[OH2:42].[O:43]1CCCC1.C([O:50][CH2:51][CH3:52])C>>[C:51]([OH:50])(=[O:43])/[CH:52]=[CH:11]\[C:14]([OH:15])=[O:42].[F:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([C:35]2[CH:36]=[CH:37][C:38]([F:41])=[CH:39][CH:40]=2)[O:15][CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][N:21]([CH2:24][CH:25]=[CH:26][C:27]3[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=3)[CH2:20][CH2:19]2)=[CH:10][CH:9]=1

Participants

6

Reactant 5

HCID 962WaterHCID 3283Diethyl Ether2×HCID 8028TetrahydrofuranHCID 21226445Aluminium lithium hydrideHCID 53838225HCID 53838225, compound

Product 1

HCID 70574878HCID 70574878, compound

Conditions

Temperature
0 °C

Procedure

To a suspension of 1.5 g (0.0375 mol) of lithium aluminiumhydride in 75 ml of diethyl ether, a solution of 8 g (0.017 mol) of 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-[3-(4-methylphenyl)-1-oxo-2-propenyl] piperazine in 75 ml of diethyl ether was added dropwise with stirring. The mixture was refluxed for 2 hours and it was then cooled to 0° C. and decomposed with a mixture of water and tetrahydrofuran. The solid was filtered off and maleic acid in diethyl ether was added to the filtrate until it was acidic. The precipitate was filtered off and crystallized from a mixture of methanol and dimethylformamide. 1-[2-[Bis(4-fluorophenyl)methoxy]ethyl]-4-[3-(4-methylphenyl)-2-propenyl]piperazine maleate (1:2) was obtained. Melting point 193.5°-194.0° C.

Workup

  1. temperatureThe mixture was refluxed for 2 hours
  2. filtrationThe solid was filtered off
  3. additionmaleic acid in diethyl ether was added to the filtrate until it
  4. filtrationThe precipitate was filtered off
  5. customcrystallized from a mixture of methanol and dimethylformamide

Sources & evidence

ORD record
ord-10337ead5c12457e8e728999316d50df
Source dataset
uspto-grants-1981_05
Patent number
US04265894

Reaction notes

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