(E)-(RS)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethylamine hydrochloride → (E)-(RS)-3-[1-(2-dimethylamino-1-methyl-ethyl)-propenyl]-phenol hydrochloride

HRID 2394981Notes

Reaction equation

HRID 2394981 reaction equation
[Cl:1]CCl.[OH-].[Na+].Cl.C[O:8][C:9]1[CH:10]=[C:11](/[C:15](=[CH:22]/[CH3:23])/[CH:16]([CH3:21])[CH2:17][N:18]([CH3:20])[CH3:19])[CH:12]=[CH:13][CH:14]=1>>[ClH:1].[CH3:20][N:18]([CH3:19])[CH2:17][CH:16](/[C:15](/[C:11]1[CH:10]=[C:9]([OH:8])[CH:14]=[CH:13][CH:12]=1)=[CH:22]\[CH3:23])[CH3:21]

Participants

3

Reactant 2

HCID 18974531(E)-(RS)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethylamine hydrochlorideHCID 23721229Sodium hydroxide methylene chloride

Product 1

HCID 18974528(E)-(RS)-3-[1-(2-dimethylamino-1-methyl-ethyl)-propenyl]-phenol hydrochlorideYield 73%

Procedure

The base was released with dichloromethane/sodium hydroxide solution from (5), which was prepared according to Example 5, and after drying the solution dichloromethane was removed by distillation. Hydrochloride (6), which had a melting point of 80° C., was obtained in a yield of 73% theoretical from the base obtained, under the conditions given in Example 2.

Workup

  1. customwas prepared
  2. dry with materialafter drying the solution dichloromethane
  3. customwas removed by distillation
  4. customwas obtained in a yield of 73% theoretical from the base
  5. customobtained, under the conditions

Sources & evidence

ORD record
ord-1fecc7ddaeca4c5b90458f480067f15b
Source dataset
uspto-grants-1998_09
Patent number
US05811582

Reaction notes

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