2-Naphthalenecarboxaldehyde → HCID 4045491, compound

HRID 1082259Notes

Reaction equation

HRID 1082259 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][C:12]#[N:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][C:15]=1[CH:24]=O>C(O)C.[OH-].[Na+]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11](=[CH:24][C:15]2[CH:16]=[CH:17][C:18]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:14]=2)[C:12]#[N:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

5

Reactant 2

HCID 62012-NaphthalenecarboxaldehydeHCID 667273,4-Dimethoxybenzeneacetonitrile

Product 1

HCID 4045491HCID 4045491, compoundYield 82.5%

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideCatalystHCID 702EthanolSolvent

Procedure

A mixture of 3,4-dimethyoxyphenylacetonitrile (1.77 g, 10.0 mmol, purchased from Tokyo Kasei,) and 2-naphthoaldehyde (1.56 g, 10.0 mmol, purchased from Tokyo Kasei) in 30 ml of ethanol was heated to dissolve. Two drops of 20% aqueous sodium hydroxide solution was then added and the reaction mixture was stirred over night. The precipitate was collected and washed with ethanol then with hexane, and dried to give 2.60 g (yield: 82.5%) of α-(3,4-dimethoxyphenyl-β-(naphthalen-2-yl)acrylonitrile as a yellow crystalline.

Workup

  1. temperaturewas heated to dissolve
  2. customThe precipitate was collected
  3. washwashed with ethanol
  4. dry with materialwith hexane, and dried

Sources & evidence

ORD record
ord-5217ec9e44c7448381f8b70ae8e3e17f
Source dataset
uspto-grants-1996_12
Patent number
US05589506

Reaction notes

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