Sodium Hydroxide → HCID 21463488, compound

HRID 1940593Notes

Reaction equation

HRID 1940593 reaction equation
[N+:1]([O-:4])([O-])=[O:2].[K+].[NH2:6][C:7]1[C:15]2[O:14][CH2:13][CH2:12][C:11]=2[CH:10]=[CH:9][CH:8]=1.[OH-].[Na+]>S(=O)(=O)(O)O>[NH2:6][C:7]1[C:15]2[O:14][CH2:13][CH2:12][C:11]=2[CH:10]=[C:9]([N+:1]([O-:4])=[O:2])[CH:8]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24434Potassium NitrateHCID 128059502,3-Dihydro-1-benzofuran-7-amine

Product 1

HCID 21463488HCID 21463488, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Potassium nitrate (8.6 g) was added portionwise over 1/2 h to a solution of 7-amino-2,3-dihydrobenzofuran (D3) (10 g) in concentrated sulphuric acid (75 ml) at 5°-10° C. The resulting solution was stirred for a further 2 h, then added to ice, basified with 40% NaOH, and extracted into ethyl acetate. The organic phase was dried (Na2SO4) and the solvent evaporated under reduced pressure to give the title compound (10.1 g, 76%) as a red/brown foam.

Workup

  1. additionadded to ice
  2. extractionextracted into ethyl acetate
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-564bc4fed1db4bd58ced1f5f67e2190f
Source dataset
uspto-grants-1997_12
Patent number
US05700818

Reaction notes

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