Sodium Chloride → HCID 57423844, compound

HRID 911391Notes

Reaction equation

HRID 911391 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-abcfe1a0cfbe4781948ae6712ca809e2
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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