Hydrochloric Acid → Amino Phenylethanamine Dihydrochloride

HRID 59950Notes

Reaction equation

HRID 59950 reaction equation
[NH2:1][C:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)([NH2:4])[CH3:3].[ClH:11].C(OCC)C>CO>[ClH:11].[ClH:11].[NH2:1][C:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)([NH2:4])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 22286777HCID 22286777, compound

Product 1

HCID 90190456Amino Phenylethanamine DihydrochlorideYield 69%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of the Boc-protected amino phenylethanamine intermediate (38.61 mmol) in anhydrous MeOH (50 mL) was treated with 2.0 M HCl in diethyl ether (200 mmol, 5 eq), and the contents were stirred at room temperature. Dissolution occurred, followed by precipitation of a solid. After 3 hours, the solid was collected by filtration, washed with diethyl ether (100 mL) and dried under vacuum for 2 hours to afford B as a white or off-white solid (69-75%).

Workup

  1. dissolutionDissolution
  2. customfollowed by precipitation of a solid
  3. filtrationthe solid was collected by filtration
  4. washwashed with diethyl ether (100 mL)
  5. customdried under vacuum for 2 hours

Sources & evidence

ORD record
ord-74c958b0c6364412a47883c50254fe08
Source dataset
uspto-grants-2016_09
Patent number
US09440968B2

Reaction notes

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