HCID 15670106, compound → 4-[(5-Chloro-2-methoxyphenoxy)methyl]-1-piperidinepropanamine hydrochloride

HRID 248346Notes

Reaction equation

HRID 248346 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:39][CH3:40])=[C:6]([CH:38]=1)[O:7][CH2:8][CH:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][NH:18]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH2:11][CH2:10]1>CO>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:39][CH3:40])=[C:6]([CH:38]=1)[O:7][CH2:8][CH:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH2:17][NH2:18])[CH2:13][CH2:14]1

Participants

3

Reactant 1

HCID 15670106HCID 15670106, compound

Product 1

HCID 197633664-[(5-Chloro-2-methoxyphenoxy)methyl]-1-piperidinepropanamine hydrochlorideYield 84.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

9.5 g (0.017 mol) of 4-[(5-chloro-2-methoxyphenoxy)methyl]-N-(triphenylmethyl)-1-piperidinepropanamine are suspended in 215 ml of methanol. The reaction mixture is cooled to 0° C. and gaseous hydrochloric acid is bubbled in. The reaction mixture is allowed to return to room temperature and is evaporated to dryness, and the product obtained is recrystallised in an MeOH/AcOEt (50 ml:150 ml) mixture. Yield: 84.9%, M.p. 153°-157° C.

Workup

  1. customgaseous hydrochloric acid is bubbled in
  2. customto return to room temperature
  3. customis evaporated to dryness
  4. customthe product obtained
  5. customis recrystallised in an MeOH/AcOEt (50 ml:150 ml) mixture

Sources & evidence

ORD record
ord-9d9b43bfd5b548ac919601e45d9f3a41
Source dataset
uspto-grants-1993_05
Patent number
US05210086

Reaction notes

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