HCID 71145454, compound → HCID 86718438, compound

HRID 535330Notes

Reaction equation

HRID 535330 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:10]2[CH2:17][CH:16]3[S:18][CH:12]([CH2:13][CH2:14][CH2:15]3)[CH2:11]2)[OH:9])=[CH:4][CH:3]=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([CH:10]2[CH2:11][CH:12]3[S:18][CH:16]([CH2:15][CH2:14][CH2:13]3)[CH2:17]2)=[O:9])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 71145454HCID 71145454, compound

Product 1

HCID 86718438HCID 86718438, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of (4-Bromo-phenyl)-(9-thia-bicyclo[3.3.1]non-3-yl)-methanol (1.10 g, 3.38 mmol) in DCM (53 ml) was added a total of manganese dioxide (4.88 g, 56.131 mmol) at RT and the reaction mixture was stirred for 24 hrs. The suspension was filtered through a pad of hyflo and the residue was washed with DCM, dried in vacuo to yield the title intermediate (880 mg, 2.57 mmol, 95%) as a beige solid.

Workup

  1. filtrationThe suspension was filtered through a pad of hyflo
  2. washthe residue was washed with DCM
  3. customdried in vacuo

Sources & evidence

ORD record
ord-81c239ce45894a678ccf9e66f0027566
Source dataset
uspto-grants-2014_10
Patent number
US08859535B2

Reaction notes

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