HCID 66906874, compound → HCID 66906571, compound

HRID 1690621Notes

Reaction equation

HRID 1690621 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:8]=[C:9]([CH:24]([OH:26])[CH3:25])[CH:10]=[CH:11][C:12]=1[O:13][Si:14]([CH:21]([CH3:23])[CH3:22])([CH:18]([CH3:20])[CH3:19])[CH:15]([CH3:17])[CH3:16]>C1(C)C=CC=CC=1.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:8]=[C:9]([C:24](=[O:26])[CH3:25])[CH:10]=[CH:11][C:12]=1[O:13][Si:14]([CH:15]([CH3:17])[CH3:16])([CH:18]([CH3:19])[CH3:20])[CH:21]([CH3:23])[CH3:22]

Participants

4

Reactant 1

HCID 66906874HCID 66906874, compound

Product 1

HCID 66906571HCID 66906571, compoundYield 78.7%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolvent

Procedure

1-{3-(3-methoxypropoxy)-4-[(triisopropylsilyl)oxy]phenyl}ethanol (12.5 g, 32.7 mmol) was dissolved in toluene (1200 mL) and manganese dioxide (74.7 g, 860 mmol) was added. The mixture was brought to reflux for 7 hrs. The mixture was then filtered off and the solvent was evaporated to yield 9.8 g (quantitative yield) of the desired product as an oil.

Workup

  1. temperatureto reflux for 7 hrs
  2. filtrationThe mixture was then filtered off
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-07f5083848d847ba947cd6492b9b4122
Source dataset
uspto-grants-2012_04
Patent number
US08153647B2

Reaction notes

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