{3-[3-(Benzyloxy)phenyl]propoxy}(tert-butyl)dimethylsilane → HCID 68536344, compound

HRID 2389347Notes

Reaction equation

HRID 2389347 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][CH2:17][O:18][Si:19]([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20])[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1>CO.[Pd]>[Si:19]([O:18][CH2:17][CH2:16][CH2:15][C:11]1[CH:10]=[C:9]([OH:8])[CH:14]=[CH:13][CH:12]=1)([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20]

Participants

4

Reactant 1

HCID 68535354{3-[3-(Benzyloxy)phenyl]propoxy}(tert-butyl)dimethylsilane

Product 1

HCID 68536344HCID 68536344, compoundYield 82.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of {3-[3-(benzyloxy)phenyl]propoxy}(tert-butyl)dimethylsilane (2.90 g) in MeOH (30 mL) was added 10% palladium on carbon (300 mg) and the mixture was stirred at ambient temperature for 3 hours under hydrogen atmosphere (3 atm). The mixture was filtered through a bed of Celite. The filtrate was evaporated in vacuo to afford 3-(3-{[tert-butyl(dimethyl)silyl]oxy}propyl)phenol (1.78 g) as a colorless oil.

Workup

  1. filtrationThe mixture was filtered through a bed of Celite
  2. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-0cafebcab2f74560b6602f2e99d3cc93
Source dataset
uspto-grants-2012_09
Patent number
US08273745B2

Reaction notes

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