HCID 86739131, compound → HCID 86739132, compound

HRID 1649552Notes

Reaction equation

HRID 1649552 reaction equation
[C:1]1([CH:7]([OH:16])[CH2:8]/[CH:9]=[CH:10]/[N:11]([CH2:14][CH3:15])[CH2:12][CH3:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[C:1]1([C:7](=[O:16])[CH2:8]/[CH:9]=[CH:10]/[N:11]([CH2:12][CH3:13])[CH2:14][CH3:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 86739131HCID 86739131, compound

Product 1

HCID 86739132HCID 86739132, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

To a solution of N-(4-phenyl-4-hydroxy-2-trans-butenyl)-N,N-diethylamine (44.04 g) in chloroform (1000 ml), manganese dioxide (350 g) was added portionwise with stirring at 15° to 20° C. for 10 minutes, and stirring was continued for 3 hours under ice-cooling. After filtration of inorganic materials, the filtrate was evaporated to afford N-(4-phenyl-4-oxo-2-trans-butenyl)-N,N-diethylamine, which formed its hydrobromide with a solution of hydrogen bromide (16.3 g) in anhydrous ether (200 ml), m.p., 92°-94° C.

Workup

  1. stirringstirring
  2. waitwas continued for 3 hours under ice-
  3. temperaturecooling
  4. filtrationAfter filtration of inorganic materials
  5. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-463f3895b601430bb3044c8b94072bc7
Source dataset
uspto-grants-1983_11
Patent number
US04418079

Reaction notes

Loading…