Tert-Butyl hypochlorite → 8-Chloro-7-hydroxynaphthalene-2-carbonitrile

HRID 412590Notes

Reaction equation

HRID 412590 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]#[N:13])=[CH:9]2)=[CH:4][CH:3]=1.[Cl:14]OC(C)(C)C>C(Cl)(Cl)Cl>[Cl:14][C:11]1[C:2]([OH:1])=[CH:3][CH:4]=[C:5]2[C:10]=1[CH:9]=[C:8]([C:12]#[N:13])[CH:7]=[CH:6]2

Participants

4

Reactant 2

HCID 521297Tert-Butyl hypochloriteHCID 222436217-Hydroxynaphthalene-2-carbonitrile

Product 1

HCID 185365238-Chloro-7-hydroxynaphthalene-2-carbonitrile

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 7-hydroxynaphthalene-2-carbonitrile (2.23 g) in chloroform (120 ml) was dropwise added tert-butyl hypochlorite (1.64 ml) with ice-cooling, and the mixture was stirred at room temperature for 15 min. After completion of the reaction, the resultant solid was collected by filtration and dried under reduced pressure to give the title compound (1.88 g).

Workup

  1. temperaturecooling
  2. customAfter completion of the reaction
  3. filtrationthe resultant solid was collected by filtration
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-d37f155a5b454ff2a5a9d6e477b5095b
Source dataset
uspto-grants-2003_05
Patent number
US06562828B1

Reaction notes

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