Benzaldehyde → 2-Styrylpyridine

HRID 236882Notes

Reaction equation

HRID 236882 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:7](=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[OH-].[Na+].[CH3:17]O>>[CH:17]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 4

HCID 240BenzaldehydeHCID 887MethanolHCID 8082PiperidineHCID 14798Sodium Hydroxide

Product 1

HCID 1363502-Styrylpyridine

Procedure

To 67.5 parts of the quaternary salt of 2-picoline, also called 2-methylpyridine, (obtained as in Example 13) was added 100 parts methanol, one part piperidine, and 37 parts benzaldehyde. The solution was boiled at reflux for three hours, 175 parts 40% sodium hydroxide solution was added, and the heating continued 1.5 hour to give on workup, as in Example 13, 27 parts 2-styrylpyridine.

Workup

  1. temperatureat reflux for three hours

Sources & evidence

ORD record
ord-ce40bf4d9404410a9995b0dd04ed2b60
Source dataset
uspto-grants-1979_06
Patent number
US04158093

Reaction notes

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