HCID 53799581, compound → HCID 54144444, compound

HRID 274890Notes

Reaction equation

HRID 274890 reaction equation
[C:1]1([C:7]2[CH:8]=[C:9]3[C:14](=[CH:15][CH:16]=2)[O:13][CH2:12][C:11]([C:17]([CH3:21])=[CH:18][CH2:19][OH:20])=[CH:10]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[C:1]1([C:7]2[CH:8]=[C:9]3[C:14](=[CH:15][CH:16]=2)[O:13][CH2:12][C:11]([C:17]([CH3:21])=[CH:18][CH:19]=[O:20])=[CH:10]3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 53799581HCID 53799581, compound

Product 1

HCID 54144444HCID 54144444, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

29.36 g (33.7 mmol) of manganese dioxide are added in three batches, at 15 minute intervals, to a solution of 9.4 g (33.7 mmol) of the alcohol obtained in Step E in 160 ml of anhydrous methylene chloride. After one hour's stirring, the reaction mixture is filtered over Celite and the methylene chloride is removed by evaporation under reduced pressure. The crude product is crystallised from diisopropyl ether, yielding, finally, 8.27 g of a yellow solid.

Workup

  1. filtrationthe reaction mixture is filtered over Celite
  2. customthe methylene chloride is removed by evaporation under reduced pressure
  3. customThe crude product is crystallised from diisopropyl ether
  4. customyielding

Sources & evidence

ORD record
ord-f59ab691cce54e198c9c3bffcb0c6b13
Source dataset
uspto-grants-1995_02
Patent number
US05391569

Reaction notes

Loading…