HCID 12960834, compound → HCID 12960836, compound

HRID 1155227Notes

Reaction equation

HRID 1155227 reaction equation
[F:1]/[C:2](=[C:5](\[CH3:16])/[CH:6]=[CH:7]/[C:8]1[C:12]([CH3:13])=[C:11]([CH3:14])[S:10][C:9]=1[CH3:15])/[CH2:3][OH:4]>CCOCC.C(Cl)Cl.[O-2].[O-2].[Mn+4]>[F:1]/[C:2](=[C:5](\[CH3:16])/[CH:6]=[CH:7]/[C:8]1[C:12]([CH3:13])=[C:11]([CH3:14])[S:10][C:9]=1[CH3:15])/[CH:3]=[O:4]

Participants

5

Reactant 1

HCID 12960834HCID 12960834, compound

Product 1

HCID 12960836HCID 12960836, compound

Reagents, catalysts & solvents 3

HCID 178418406HCID 178418406, compoundCatalystHCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent2×

Conditions

Temperature
25 °C

Procedure

The solution of 2E,4E-2-fluoro-3-methyl-5-(2,4,5-trimethyl-3-thienyl)-2,4-pentadien-1-ol in ether and methylene chloride was added to a rapidly stirred suspension of 40 g. of activated manganese dioxide in methylene chloride. After 14 hours of stirring at 25° C., thin layer chromatography indicated that no starting alcohol remained. The manganese dioxide was removed by filtration through Celite. The filtrate containing 2E,4E-2-fluoro-3-methyl-5-(2,4,5-trimethyl-3-thienyl)-2,4-pentadien-1-al was concentrated and used in the next step without further purification.

Workup

  1. customThe manganese dioxide was removed by filtration through Celite
  2. additionThe filtrate containing 2E,4E-2-fluoro-3-methyl-5-(2,4,5-trimethyl-3-thienyl)-2,4-pentadien-1-al
  3. concentrationwas concentrated
  4. customused in the next step without further purification

Sources & evidence

ORD record
ord-cdc68cb6ea6b41079ea8ebfeec014181
Source dataset
uspto-grants-1981_11
Patent number
US04299995

Reaction notes

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