Dichloromethane → HCID 53256969, compound

HRID 1262324Notes

Reaction equation

HRID 1262324 reaction equation
C(OC(=O)[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=2)[CH2:11][CH2:10][CH2:9]1)(C)(C)C.C(Cl)Cl.FC(F)(F)C(O)=O>>[CH3:19][O:18][C:14]1[CH:13]=[C:12]([C:8]2([NH2:7])[CH2:11][CH2:10][CH2:9]2)[CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 53256967HCID 53256967, compound

Product 1

HCID 53256969HCID 53256969, compound

Procedure

Into a 1-neck round-bottom flask, [1-(3-Methoxy-phenyl)-cyclobutyl]-carbamic acid tert-butyl ester (4.20 g, 15.1 mmol), Methylene chloride (25 mL, 390 mmol), and Trifluoroacetic Acid (5 mL, 60 mmol) were added. The reaction was stirred at room temperature overnight. The reaction was partitioned with Saturated NaHCO3 and DCM. The organic was separated, washed with Brine and dried over Na2SO4. The solid was filtered and washed with DCM. The solvent was removed under vacuum to give 1-(3-Methoxy-phenyl)-cyclobutylamine as an oil (2.60, 96%).

Workup

  1. customThe reaction was partitioned with Saturated NaHCO3 and DCM
  2. customThe organic was separated
  3. washwashed with Brine
  4. dry with materialdried over Na2SO4
  5. filtrationThe solid was filtered
  6. washwashed with DCM
  7. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-2b753c51842849779fbf4705d482744b
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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