HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

1,5-Diphenylpentan-3-one → 1-Amino-3-[1,5-di-(phenyl)-3-pentylamino]-2-propanol

HRID 426909
Notes
Print preview

Reaction equation

HRID 426909 reaction equation
[C:1]1([CH2:7][CH2:8][C:9](=O)[CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:19][CH2:20][CH:21]([OH:24])[CH2:22][NH2:23].[H][H]>[Pt]=O.C(O)C>[NH2:19][CH2:20][CH:21]([OH:24])[CH2:22][NH:23][CH:9]([CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 214961,5-Diphenylpentan-3-oneHCID 611571,3-Diamino-2-propanolHCID 178418361HCID 178418361, compound2×

Product 1

HCID 234678011-Amino-3-[1,5-di-(phenyl)-3-pentylamino]-2-propanol

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)Catalyst
HCID 702
Ethanol
Solvent
2×

Procedure

A solution of 1,5-di-(phenyl)-3-pentanone (9.5 g., 0.04 mole) in 50 cc. of anhydrous ethanol is added dropwise over about 20 minutes to a stirred solution of 1,3-diamino-2-hydroxypropane (25 g., 0.27 mole) in 200 cc. of ethanol. The resulting mixture is then heated at reflux for about two hours, allowed to cool, 1.0 g. platinum oxide added, and the mixture reduced under a 40 psi hydrogen atmosphere until hydrogen uptake ceases. The mixture is then filtered from the catalyst, concentrated in vacuo to remove the ethanol, the residue taken up in ether (250 cc.), washed with water, dried over sodium sulfate, filtered and concentrated in vacuo to yield the product 1-amino-3-[1,5-di-(phenyl)-3-pentylamino]-2-propanol.

Workup

  1. temperatureThe resulting mixture is then heated
  2. temperatureat reflux for about two hours
  3. temperatureto cool
  4. filtrationThe mixture is then filtered from the catalyst
  5. concentrationconcentrated in vacuo
  6. customto remove the ethanol
  7. washwashed with water
  8. dry with materialdried over sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-dc42846afcdf406381c16cf35e65aa5e
Source dataset
uspto-grants-1979_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04172094

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes