Ethanol → HCID 11075772, compound

HRID 1019433Notes

Reaction equation

HRID 1019433 reaction equation
O[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[CH:12]=O.[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C([OH:23])C>>[OH:23][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[N:14]=[CH:12][C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[CH:11][CH:2]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 6115AnilineHCID 128192-Hydroxy-1-naphthaldehyde

Product 1

HCID 11075772HCID 11075772, compound

Conditions

Temperature
70 °C

Procedure

6.88 g (40.0 mmol) of 2-hydroxy-1-naphthaldehyde was dissolved in 10 ml ethanol under heating, and 3.72 g (40.00 mmol) of aniline was added. After stirring under reflux at 70° C. for 1 hour, completion of the reaction was confirmed by TLC. Upon being left at rest over night in the refrigerator, a crystal was formed, and the resulting precipitation was filtered by Kiriyama funnel. Drying under reduced pressure at 25° C. for 24 hours gave 2-hydroxy-1-naphthylmethylidene aniline (hereinafter, also referred to as “HNA”) as a yellow crystal (9.17 g, 93%).

Workup

  1. temperatureunder heating
  2. waitUpon being left at rest over night in the refrigerator
  3. customa crystal was formed
  4. customthe resulting precipitation
  5. filtrationwas filtered by Kiriyama funnel
  6. customDrying under reduced pressure at 25° C. for 24 hours

Sources & evidence

ORD record
ord-d36ce22a7706466c850f10806f51a16c
Source dataset
uspto-grants-2014_05
Patent number
US08715523B2

Reaction notes

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