2-Chloroethanol → 4-(Diphenylmethyl)-1-piperazineethanol

HRID 1475168Notes

Reaction equation

HRID 1475168 reaction equation
[CH:1]([N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C)C=O.Cl[CH2:26][CH2:27][OH:28].C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1>[CH:1]([N:14]1[CH2:19][CH2:18][N:17]([CH2:26][CH2:27][OH:28])[CH2:16][CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 342-ChloroethanolHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 70048Benzhydrylpiperazine

Product 1

HCID 47425734-(Diphenylmethyl)-1-piperazineethanol

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of benzhydryl piperazine (7.28 gm) in toluene (35 ml) at room temperature, dimethyl formamide (70 ml), 2-chloroethanol (5 ml) and potassium carbonate (5 gm) were added. The reaction mass was heated to reflux with constant stifling for 14-16 hours. Reaction mass was cooled, filtered, and concentrated under vacuum to get 2-(4-benzhydryl piperazine-1-yl) ethanol (yield: 7.5 gm).

Workup

  1. temperatureThe reaction mass was heated
  2. temperatureto reflux with constant stifling for 14-16 hours
  3. customReaction mass
  4. temperaturewas cooled
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-b32e4fac03094b549fde94ce447f91f4
Source dataset
uspto-grants-2015_04
Patent number
US09018376B2

Reaction notes

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