Hydrochloric Acid → Amino Phenylethanamine Dihydrochloride

HRID 59949Notes

Reaction equation

HRID 59949 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].O1CCOCC1>C(Cl)Cl>[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 312751,4-DioxaneHCID 22286777HCID 22286777, compound

Product 1

HCID 90190456Amino Phenylethanamine DihydrochlorideYield 63%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of the Boc-protected amino phenylethanamine intermediate (0.22 mmol) in anhydrous DCM (2 mL) was treated with 4.0 M HCl in 1,4-dioxane (1.1 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 (10 mL) and dried under vacuum for 2 hours to afford B as a white or off-white solid (63-95%).

Workup

  1. dissolutionDissolution
  2. customfollowed by precipitation of a solid
  3. filtrationthe solid was collected by filtration
  4. washwashed with diethyl ether (10 mL)
  5. customdried under vacuum for 2 hours

Sources & evidence

ORD record
ord-32b1070f58d84c1797fc24e9141bfdde
Source dataset
uspto-grants-2016_09
Patent number
US09440968B2

Reaction notes

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