1-Naphthol, 8-amino- → 3H-Naphtho[1,2-e][1,2]oxazine

HRID 1586339Notes

Reaction equation

HRID 1586339 reaction equation
[NH2:1][C:2]1C=CC=C2[C:11]=1C(O)=CC=C2.C[CH2:14][CH2:15][CH2:16][C:17](=[O:24])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>C(O)C>[CH:11]1[C:18]2[C:19]3[C:14]([CH:15]=[CH:16][C:17]=2[O:24][NH:1][CH:2]=1)=[CH:23][CH:22]=[CH:21][CH:20]=3

Participants

4

Reactant 2

HCID 949061-Naphthol, 8-amino-HCID 986775-Undecanone

Product 1

HCID 666046123H-Naphtho[1,2-e][1,2]oxazineYield 35.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

With 6.3 g of 8-amino-1-naphthol and 20 ml of ethanol, 8.1 g of 5-undecanone was mixed. The mixture was refluxed for 3 hours. The reaction mixture was condensed, and purified in a column chromatography (silica gel, n-hexane/ethyl acetate=1/6) to obtain 2.6 g of naphthooxazinine.

Workup

  1. temperatureThe mixture was refluxed for 3 hours
  2. customcondensed
  3. custompurified in a column chromatography (silica gel, n-hexane/ethyl acetate=1/6)

Sources & evidence

ORD record
ord-98e6796f6f7a4ccfbd126ea25e0ccc97
Source dataset
uspto-grants-1999_08
Patent number
US05945209

Reaction notes

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