Hydrochloric Acid → 1-Piperazineethanol, 4-(diphenylmethyl)-alpha-(4-hydroxyphenyl)-, monohydrochloride

HRID 370661Notes

Reaction equation

HRID 370661 reaction equation
[ClH:1].[C:2]1([CH:8]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH:16]([C:18]3[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=3)[OH:17])[CH2:11][CH2:10]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>>[ClH:1].[C:25]1([CH:8]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[N:9]2[CH2:10][CH2:11][N:12]([CH2:15][CH:16]([C:18]3[CH:19]=[CH:20][C:21]([OH:24])=[CH:22][CH:23]=3)[OH:17])[CH2:13][CH2:14]2)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 30711602-(4-Diphenylmethylpiperazinyl)-1-(4-hydroxyphenyl)ethanol

Product 1

HCID 30711591-Piperazineethanol, 4-(diphenylmethyl)-alpha-(4-hydroxyphenyl)-, monohydrochlorideYield 92%

Procedure

To 112 ml of 1N hydrochloric acid was added 21.8 g (56.2 mmol) of 2-(4-diphenylmethylpiperazinyl)-1-(4-hydroxyphenyl)ethanol. The mixture was vigorously stirred at room temperature for 2 hours, and the resultant white solid was collected by filtration and washed with water. The white solid was then suspended in 80 ml of water and stirred with heating at 75° to 80° C. for 40 minutes. Suspended white crystals were collected by hot filtration, washed with water and then dried to give 22.0 g of 2-(4-diphenylmethylpiperazinyl)-1-(4-hydroxyphenyl)ethanol. monohydrochloride (yield: 92%).

Workup

  1. filtrationthe resultant white solid was collected by filtration
  2. washwashed with water
  3. stirringstirred
  4. temperaturewith heating at 75° to 80° C. for 40 minutes
  5. filtrationwere collected by hot filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-0f582a82db7146cbb426da27b2757cd8
Source dataset
uspto-grants-1985_07
Patent number
US04528194

Reaction notes

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