Reaction #75229

ord-5c813186e8f949449ebe6628fad8181a

Reaction equation

[K+].[OH-]
potassium hydroxide
CN1CCOCC1
N-methylmorpholine
[Na]
sodium
CCCCCCN(C)C
N-hexyl dimethylamine
CCCCN(CCCC)CCCC
tri-n-butylamine
CCCCCCCCCCN(C)C
N-decyl dimethylamine
[NH2-].[Na+]
sodamide
[Na][C](c1ccccc1)(c1ccccc1)c1ccccc1
triphenylmethyl sodium
CC[O-].[K+]
potassium ethoxide
CN(C)c1ccccc1
N,N-dimethylaniline
[H-].[Na+]
sodium hydride
→
Nc1cc(O)c2ccccc2n1
2-Amino-4-hydroxyquinoline

Reactants

[K+].[OH-]
potassium hydroxide
CN1CCOCC1
N-methylmorpholine
[Na]
sodium
CCCCCCN(C)C
N-hexyl dimethylamine
CCCCN(CCCC)CCCC
tri-n-butylamine
CCCCCCCCCCN(C)C
N-decyl dimethylamine
[NH2-].[Na+]
sodamide
[Na][C](c1ccccc1)(c1ccccc1)c1ccccc1
triphenylmethyl sodium
CC[O-].[K+]
potassium ethoxide
CN(C)c1ccccc1
N,N-dimethylaniline
[H-].[Na+]
sodium hydride

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherRepetition of this reaction
  2. 2
    Otheraffords the same product

Procedure

Repetition of this reaction but replacing triethylamine with N-methylmorpholine, N,N-dimethylaniline, tri-n-butylamine, N-decyl dimethylamine, N-hexyl dimethylamine, sodamide, triphenylmethyl sodium, sodium hydride, potassium ethoxide, metallic sodium, or potassium hydroxide, affords the same product.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04175193uspto-grants-1979_11