1,4-Dioxane hydrochloride → (1R)-2-ethoxy-1-phenylethan-1-amine hydrochloride

HRID 775

Reaction equation

HRID 775 reaction equation
[ClH:1].O1CCOCC1.C(OC([NH:15][C@@H:16]([CH2:23][O:24][CH2:25][CH3:26])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=O)(C)(C)C>>[ClH:1].[CH2:25]([O:24][CH2:23][C@H:16]([NH2:15])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH3:26]

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 53739234N-t-butoxycarbonyl-(R)-alpha-ethoxymethylbenzylamine

Product 1

HCID 70183214(1R)-2-ethoxy-1-phenylethan-1-amine hydrochloride

Procedure

12.5 ml of 4N-HCl/dioxane solution were added to 0.66 g (2.5 mmols) of N-t-butoxycarbonyl-(R)-α-ethoxymethylbenzylamine, and the mixture was stirred at room temperature for one hour. The reaction mixture was concentrated under reduced pressure, 30 ml of ether was added to the residue, and this was further concentrated to obtain (R)-α-ethoxymethylbenzylamine hydrochloride at a quantitative yield.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, 30 ml of ether
  2. additionwas added to the residue
  3. concentrationthis was further concentrated

Sources & evidence

ORD record
ord-ae03dc6af35144969588f144b56bba80
Source dataset
uspto-grants-1998_03
Patent number
US05723165

Linked notes

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