HCID 59255084, compound → HCID 59255317, compound

HRID 1891783Notes

Reaction equation

HRID 1891783 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][OH:14])=[CH:11][CH:10]=1>[O-2].[O-2].[Mn+4].C(OCC)(=O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([CH:13]=[O:14])=[CH:15][CH:16]=1

Participants

4

Reactant 1

HCID 59255084HCID 59255084, compound

Product 1

HCID 59255317HCID 59255317, compoundYield 82.2%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To an ethyl acetate (100 mL) solution of 4-(2-pyridin-2-yl-ethyl)benzyl alcohol (3.16 g, 14.8 mmol) described in Manufacturing Example 93-1-4 was added activated manganese dioxide (45 g, 518 mmol), which was stirred for 4 hours at room temperature. The reaction mixture was filtered through a Celite pad, and washed with ethyl acetate (100 mL). The filtrate was concentrated under a reduced pressure to obtain the title compound (2.57 g, 82%).

Workup

  1. filtrationThe reaction mixture was filtered through a Celite pad
  2. washwashed with ethyl acetate (100 mL)
  3. concentrationThe filtrate was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-2ff85cb57b9c4b0a9f3f557dd5aa4cd5
Source dataset
uspto-grants-2013_08
Patent number
US08507530B2

Reaction notes

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