2-(3-Nitrophenoxy)tetrahydro-2H-pyran → HCID 12046288, compound

HRID 541918Notes

Reaction equation

HRID 541918 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:14]=[CH:15][CH:16]=1)[O:7][CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][O:9]1)([O-])=O>CO.[Pd]>[O:9]1[CH2:10][CH2:11][CH2:12][CH2:13][CH:8]1[O:7][C:6]1[CH:5]=[C:4]([CH:16]=[CH:15][CH:14]=1)[NH2:1]

Participants

4

Reactant 1

HCID 109440762-(3-Nitrophenoxy)tetrahydro-2H-pyran

Product 1

HCID 12046288HCID 12046288, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

A solution of 2-(3-nitrophenoxy)tetrahydro-2H-pyran (1.0 g, 4.5 mmol) in methanol (13 mL) was degassed with nitrogen (3×) and treated with 10% Pd/C (wet Degussa type) (12 mg). The reaction mixture was degassed and stirred under an atmosphere of hydrogen at 25° C. for 2 h. The reaction mixture was filtered to give the desired product (0.87 g, quantitative) as a tan oil. LCMS for C11H16NO2 (M+H)+: m/z=194.0.

Workup

  1. customThe reaction mixture was degassed
  2. filtrationThe reaction mixture was filtered

Sources & evidence

ORD record
ord-e0b2a93eb9534ea9a930acff14c00403
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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