Hydrochloric Acid → HCID 67616788, compound

HRID 1842855Notes

Reaction equation

HRID 1842855 reaction equation
[C:1]1([CH:7]([NH2:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:10]1[CH2:13][CH2:12][CH2:11]1.[ClH:14].C(OCC)C>CO>[ClH:14].[ClH:14].[C:1]1([CH:7]([NH2:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:10]1[CH2:13][CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 67608915HCID 67608915, compound

Product 1

HCID 67616788HCID 67616788, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of the Boc-protected azetidine 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 C 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-2a39bb21a6a04d3f96c9d43596238b29
Source dataset
uspto-grants-2015_02
Patent number
US08946247B2

Reaction notes

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