HCID 14882985, compound → HCID 13920775, compound

HRID 868383Notes

Reaction equation

HRID 868383 reaction equation
[OH:1][CH:2]([C:4]1[CH:29]=[CH:28][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:24]=[CH:23][C:16]3[CH2:17][CH2:18][CH:19]([CH2:21][OH:22])[O:20][C:15]=3[C:14]=2[CH2:25][CH2:26][CH3:27])=[C:6]([CH2:30][CH2:31][CH3:32])[C:5]=1[O:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[CH3:3]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[C:2]([C:4]1[CH:29]=[CH:28][C:7]([O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:24]=[CH:23][C:16]3[CH2:17][CH2:18][CH:19]([CH2:21][OH:22])[O:20][C:15]=3[C:14]=2[CH2:25][CH2:26][CH3:27])=[C:6]([CH2:30][CH2:31][CH3:32])[C:5]=1[O:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)(=[O:1])[CH3:3]

Participants

4

Reactant 1

HCID 14882985HCID 14882985, compound

Product 1

HCID 13920775HCID 13920775, compoundYield 77.9%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 8.9 g (16.2 mmole) of the title compound of Example 38 in 150 ml of methylene choride was added 18 g (162 mmole) of manganese dioxide. The reaction mixture was stirred at room temperature for 12 hours and filtered. Removal of the solvent gave 6.9 g of the title compound, mp. 83°-85°. Structure assignment was supported by nmr and infrared spectra.

Workup

  1. filtrationfiltered
  2. customRemoval of the solvent

Sources & evidence

ORD record
ord-b00097ff8bbc44c2b3950426a42d7f3f
Source dataset
uspto-grants-1988_10
Patent number
US04778903

Reaction notes

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