1,4-Dioxane hydrochloride → (R)-2-Methoxy-1-phenylethanamine hydrochloride

HRID 773

Reaction equation

HRID 773 reaction equation
[ClH:1].O1CCOCC1.C(OC([NH:15][C@@H:16]([CH2:23][O:24][CH3:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=O)(C)(C)C>>[ClH:1].[CH3:25][O:24][CH2:23][C@H:16]([NH2:15])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 54257308N-t-butoxycarbonyl-(R)-alpha-methoxymethylbenzylamine

Product 1

HCID 66589172(R)-2-Methoxy-1-phenylethanamine hydrochloride

Procedure

60 ml of 4N-HCl/dioxane solution was added to 4.02 g (16.0 mmols) of N-t-butoxycarbonyl-(R)-α-methoxymethylbenzylamine, and the mixture was stirred at room temperature for one hour. The reaction mixture was concentrated under reduced pressure. 30 ml of ether were added to the residue, and this was further concentrated to obtain (R)-α-methoxymethylbenzylamine hydrochloride in quantitative yield.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. addition30 ml of ether were added to the residue
  3. concentrationthis was further concentrated

Sources & evidence

ORD record
ord-3d062dc2d8ab4e1391656e4f536498a8
Source dataset
uspto-grants-1998_03
Patent number
US05723165

Linked notes

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