3-Cyanocinnamyl alcohol → 3-Cyano-1-(2-formylethenyl)benzene

HRID 1709080Notes

Reaction equation

HRID 1709080 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[CH:6]=[CH:7][CH2:8][OH:9])#[N:2]>ClCCl.[O-2].[O-2].[Mn+4]>[C:1]([C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[CH:6]=[CH:7][CH:8]=[O:9])#[N:2]

Participants

4

Reactant 1

HCID 537352473-Cyanocinnamyl alcohol

Product 1

HCID 544772143-Cyano-1-(2-formylethenyl)benzene

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A suspension of active manganese dioxide (20 g) in a solution of 3-cyanocinnamyl alcohol (Example 10(d), 4.0 g) in dichloromethane (100 ml) was stirred at room temperature for 16 hours. The mixture was filtered and the filtrate was evaporated to give the title product as a white solid, m.p. 100° C.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-4ca06a6c7eb3461dba6ea769e9bb4196
Source dataset
uspto-grants-1990_08
Patent number
USRE033300

Reaction notes

Loading…