HCID 71145304, compound → HCID 71145793, compound

HRID 535329Notes

Reaction equation

HRID 535329 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:10]2[CH2:16][CH:15]3[S:17][CH:12]([CH2:13][CH2:14]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:17][CH:15]([CH2:14][CH2:13]3)[CH2:16]2)=[O:9])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 71145304HCID 71145304, compound

Product 1

HCID 71145793HCID 71145793, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of (4-bromo-phenyl)-(8-thia-bicyclo[3.2.1]oct-3-yl)-methanol (1.99 g, 6.35 mmol) in DCM (100 ml) was added a total of manganese dioxide (8.28 g, 95.2 mmol) at RT and the reaction mixture was stirred for 24 hrs. The suspension was filtered and the residue was washed with DCM, dried in vacuo to yield the title intermediate (1.87 g, 5.83 mmol, 92%) as a colourless solid.

Workup

  1. filtrationThe suspension was filtered
  2. washthe residue was washed with DCM
  3. customdried in vacuo

Sources & evidence

ORD record
ord-f6e4741d494b42a38d831c6ef407d784
Source dataset
uspto-grants-2014_10
Patent number
US08859535B2

Reaction notes

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