5-(4-chlorophenyl)-3,4-dihydro-2H-pyran → 3-(4-chlorophenyl)tetrahydro-2H-pyran

HRID 338541Notes

Reaction equation

HRID 338541 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][CH2:11][O:12][CH:13]=2)=[CH:4][CH:3]=1.[H][H]>C(OCC)(=O)C.[Pt]=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:9][CH2:10][CH2:11][O:12][CH2:13]2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 866988595-(4-chlorophenyl)-3,4-dihydro-2H-pyranHCID 178418361HCID 178418361, compound

Product 1

HCID 866988603-(4-chlorophenyl)tetrahydro-2H-pyranYield 96.3%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 5-(4-chlorophenyl)-3,4-dihydro-2H-pyran (350 mg, 1.80 mmol) in ethyl acetate (8 mL) was added platinum oxide (41 mg, 0.18 mmol) and the reaction was charged with a hydrogen ballon and stirred at room temperature for 6 hours. The reaction was filtered, and the filtrate was evaporated to give crude title compound (340 mg, 96.3%) as white solid.

Workup

  1. filtrationThe reaction was filtered
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-ad21d61a0f6e4810a60ea3fe1bdac0de
Source dataset
uspto-grants-2014_11
Patent number
US08889730B2

Reaction notes

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