Water → HCID 14851311, compound

HRID 1032447Notes

Reaction equation

HRID 1032447 reaction equation
O.[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:13]([C:14]3[CH:19]=[N:18][CH:17]=[CH:16][N:15]=3)[N:12]=[C:11]([CH:20]([CH3:22])[CH3:21])[C:10]=2/[CH:23]=[CH:24]/[CH2:25][OH:26])=[CH:5][CH:4]=1>C1(C)C=CC=CC=1.[Mn]>[F:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:13]([C:14]3[CH:19]=[N:18][CH:17]=[CH:16][N:15]=3)[N:12]=[C:11]([CH:20]([CH3:22])[CH3:21])[C:10]=2/[CH:23]=[CH:24]/[CH:25]=[O:26])=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 962WaterHCID 14851310HCID 14851310, compound

Product 1

HCID 14851311HCID 14851311, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 23930ManganeseCatalystHCID 1140TolueneSolvent

Procedure

Manganese IV dioxide (13.3 g, 153 mmol) was suspended in toluene (300 ml) and refluxed overnight with the azeotropic removal of H2O. The unsaturated alcohol (5.17 g, 15.3 mmol, Step D) was added and reflux was continued for four hours. The reaction was cooled and filtered through a bed of silica. Filtrate was evaporated to give 4.73 g (92%) of product as a yellow solid.

Workup

  1. temperaturereflux
  2. temperatureThe reaction was cooled
  3. filtrationfiltered through a bed of silica
  4. customFiltrate was evaporated

Sources & evidence

ORD record
ord-97bcfc11804c4b60a8055ca924925eb5
Source dataset
uspto-grants-1990_09
Patent number
US04957971

Reaction notes

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