Sodium Chloride → HCID 57423844, compound

HRID 2041277Notes

Reaction equation

HRID 2041277 reaction equation
Cl.[O:2]1[CH2:6][CH2:5][C:4]2[CH:7]=[C:8]([NH:11][CH3:12])[CH:9]=[CH:10][C:3]1=2.[OH-].[Na+].[Na+].[Cl-]>C(Cl)Cl>[O:2]1[CH2:6][CH2:5][C:4]2[CH:7]=[C:8]([NH:11][CH3:12])[CH:9]=[CH:10][C:3]1=2

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 66706804HCID 66706804, compound

Product 1

HCID 57423844HCID 57423844, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Suspend commercially available 2,3-dihydrobenzo[b]furan-5-yl-methylamine hydrochloride (1.0 g, 5.4 mmol) in DCM (100 mL). Add 1N aqueous NaOH (15 mL) and stir until all solids dissolve. Add two spatulas of NaCl. Stir the mixture and extract twice with DCM. Combine the organic layers, dry over Na2SO4, and concentrate in vacuo to obtain 2,3-dihydrobenzo[b]furan-5-yl-methylamine (650 mg, 81%). MS (ES+) m/z: 133 (M+H—NH3)+.

Workup

  1. dissolutiondissolve
  2. stirringStir the mixture
  3. extractionextract twice with DCM
  4. dry with materialdry over Na2SO4
  5. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-d6aff397f8e644988f70f69428aedf70
Source dataset
uspto-grants-2013_11
Patent number
US08580780B2

Reaction notes

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