Ammonia → 1-Amino-4-[4-(3,4-dichlorophenoxy)piperidin-1-yl]butan-2-ol

HRID 2233371Notes

Reaction equation

HRID 2233371 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[Cl:20])[O:5][CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][CH:14]2[CH2:16][O:15]2)[CH2:8][CH2:7]1.[NH3:21]>CO>[NH2:21][CH2:16][CH:14]([OH:15])[CH2:13][CH2:12][N:9]1[CH2:10][CH2:11][CH:6]([O:5][C:4]2[CH:17]=[CH:18][C:19]([Cl:20])=[C:2]([Cl:1])[CH:3]=2)[CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 592960574-(3,4-Dichlorophenoxy)-1-(2-oxiran-2-ylethyl)piperidine

Product 1

HCID 592960461-Amino-4-[4-(3,4-dichlorophenoxy)piperidin-1-yl]butan-2-ol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a sealed metal tube, a solution of 4-(3,4-dichlorophenoxy)-1-(2-oxiran-2-ylethyl)piperidine (1.00 g) in 7N ammonia in methanol (25 ml) was heated at 70° C. for 12 h. The solvent was removed under vacuum and the residue purified on silicagel (0 to 10% 7N ammonia in methanol/dichloromethane) to afford the title compound as a yellow oil (0.55 g).

Workup

  1. customThe solvent was removed under vacuum
  2. customthe residue purified on silicagel (0 to 10% 7N ammonia in methanol/dichloromethane)

Sources & evidence

ORD record
ord-e84c76d8e9d24937a627d222d0d7ceff
Source dataset
uspto-grants-2010_05
Patent number
US07709500B2

Reaction notes

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