Hydrochloric Acid → (1S)-1-Benzyl-2-(benzyloxy)ethylamine hydrochloride

HRID 2297703Notes

Reaction equation

HRID 2297703 reaction equation
[CH2:1]([C@H:8]([NH2:25])[CH:9](C(OC(C)(C)C)=O)[O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:26]>CO>[ClH:26].[CH2:1]([C@H:8]([NH2:25])[CH2:9][O:10][CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69931105(1S)-1-Benzyl-2-(benzyloxy)-N-(t-butoxycarbonyl)ethylamine

Product 1

HCID 12815229(1S)-1-Benzyl-2-(benzyloxy)ethylamine hydrochlorideYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(1S)-1-Benzyl-2-(benzyloxy)-N-(t-butoxycarbonyl)ethylamine (205 mg) is dissolved in a 2.3 N solution of hydrogen chloride in methanol (3 ml), and the solution is stirred for one hour. The reaction mixture is concentrated under reduced pressure, ether is added to the concentrate, and the resulting precipitate is filtered off to give 143 mg (99%) of the titled compound (Reference compound No. 12-1) as crystals.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure, ether
  2. additionis added to the concentrate
  3. filtrationthe resulting precipitate is filtered off

Sources & evidence

ORD record
ord-7e881df1e9184954b7f8176c65970fea
Source dataset
uspto-grants-2002_12
Patent number
US06492370B1

Reaction notes

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