(4-(2-Furan-2-yl-ethyl)-phenyl)-methanol → HCID 59255346, compound

HRID 78029Notes

Reaction equation

HRID 78029 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][OH:15])=[CH:10][CH:9]=1>[O-2].[O-2].[Mn+4].C(OCC)(=O)C>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][C:8]1[CH:9]=[CH:10][C:11]([CH:14]=[O:15])=[CH:12][CH:13]=1

Participants

4

Reactant 1

HCID 59255362(4-(2-Furan-2-yl-ethyl)-phenyl)-methanol

Product 1

HCID 59255346HCID 59255346, compoundYield 83.5%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To an ethyl acetate (50 mL) solution of (4-(2-furan-2-yl-ethyl)-phenyl)-methanol (580 mg, 2.87 mmol) described in Manufacturing Example 80-1-3 was added activated manganese dioxide (8 g, 92 mmol), which was stirred for 12 hours at room temperature. The reaction solution was suction filtered through a Celite pad, and washed with ethyl acetate (50 mL). The filtrate was concentrated under a reduced pressure to obtain the title compound (480 mg, 83.5%).

Workup

  1. filtrationfiltered through a Celite pad
  2. washwashed with ethyl acetate (50 mL)
  3. concentrationThe filtrate was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-94883085df7a450b918af47e01289284
Source dataset
uspto-grants-2014_09
Patent number
US08841327B2

Reaction notes

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