4-Chlorobenzaldehyde → HCID 54075018, compound

HRID 1082247Notes

Reaction equation

HRID 1082247 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].[Cl:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=1>C(O)C.[OH-].[Na+]>[C:12]([C:11](=[CH:19][C:18]1[CH:21]=[CH:22][C:15]([Cl:14])=[CH:16][CH:17]=1)[C:5]1[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=1)#[N:13]

Participants

5

Reactant 2

HCID 77264-ChlorobenzaldehydeHCID 667273,4-Dimethoxybenzeneacetonitrile

Product 1

HCID 54075018HCID 54075018, compoundYield 79.7%

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideCatalystHCID 702EthanolSolvent2×

Procedure

A mixture of 3,4-dimethyoxyphenylacetonitrile (1.77 g, 10.0 mmol, purchased from Tokyo Kasei,) and 4-chlorobenzaldehyde (1.4 g, 10.0 mmol, purchased from Tokyo Kasei) in 5 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 resultant reaction mass was crushed in ethanol. The precipitate was Collected and washed with ethanol then with hexane, and dried to give 2.39 g (yield: 79.7%) of α-cyano-3,4-dimethoxy-4'-chlorostilbene as a greenish yellow crystalline.

Workup

  1. temperaturewas heated to dissolve
  2. customThe resultant reaction mass
  3. customThe precipitate was Collected
  4. washwashed with ethanol
  5. dry with materialwith hexane, and dried

Sources & evidence

ORD record
ord-f9d36679af1b4a63bf84b4447ae95603
Source dataset
uspto-grants-1996_12
Patent number
US05589506

Reaction notes

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