Hydrochloric Acid → HCID 21707054, compound

HRID 1384185Notes

Reaction equation

HRID 1384185 reaction equation
[C:1]([C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]([OH:13])=[CH:10]2)=[CH:5][CH:4]=1)#[N:2].C(=O)([O-])[O-].[Na+].[Na+].[I:20]I.Cl>O.C1COCC1>[OH:13][C:9]1[C:10]([I:20])=[C:11]2[C:6]([CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:12]2)=[CH:7][CH:8]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 807IodineHCID 10340Sodium CarbonateHCID 222436217-Hydroxynaphthalene-2-carbonitrile

Product 1

HCID 21707054HCID 21707054, compoundYield 89.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 7-cyano-2-naphthol (22.3 g, 131.8 mmol), sodium carbonate (29.3 g, 277 mmol) and I2 (31.8 g, 125.2 mmol) in water (500 mL) and THF (80 mL) at 0° C. was stirred at room temperature for 3 h, acidified with 1M HCl and extracted with ethyl acetate. The extracts were washed with saturated Na2S2O3 and brine, dried (Na2SO4) and concentrated. The product was recrystallized from ethyl acetate to yield 33 g of the title compound.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extracts were washed with saturated Na2S2O3 and brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated
  5. customThe product was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-7e55e21bb7aa43dd949a78f0383b4049
Source dataset
uspto-grants-2001_07
Patent number
US06258822B1

Reaction notes

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