Water → HCID 67898215, compound

HRID 728797Notes

Reaction equation

HRID 728797 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][N:14]([C:17](=O)[CH2:18][O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[O:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:13][CH2:12]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>CCOCC>[ClH:1].[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][N:11]1[CH2:12][CH2:13][N:14]([CH2:17][CH2:18][O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[O:27][C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH2:15][CH2:16]1

Participants

5

Reactant 3

HCID 962WaterHCID 14994761HCID 14994761, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 67898215HCID 67898215, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 4.1 g (8.5 mmol) of 1-[3-(2-chlorophenyl)propyl]-4-[1-oxo-2-[(2-phenoxyphenyl)methoxy]ethyl]piperazine in 95 ml of dry ether was added dropwise, under nitrogen and with stirring, to a suspension of 1.26 g (33.1 mmol) of lithium aluminium hydride in 63 ml of dry ether. The reaction mixture was stirred at room temperature for 2 hours and cooled to 5° C., after which 5 ml of water were added dropwise. The precipitate was filtered off and the filtrate evaporated. The crude product was dissolved in 15 ml of ethanol, to which 4 ml of 5 N HCl in ethanol was added. The precipitate was filtered off and recrystallized from 20 ml of ethanol. Yield 2.8 g (61%), m.p. 200° C.

Workup

  1. temperaturecooled to 5° C.
  2. filtrationThe precipitate was filtered off
  3. customthe filtrate evaporated
  4. dissolutionThe crude product was dissolved in 15 ml of ethanol, to which 4 ml of 5 N HCl in ethanol
  5. additionwas added
  6. filtrationThe precipitate was filtered off
  7. customrecrystallized from 20 ml of ethanol

Sources & evidence

ORD record
ord-fbee0048dd184034b932b1547c275e26
Source dataset
uspto-grants-1991_09
Patent number
US05051424

Reaction notes

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