HCID 22345885, compound → HCID 22345869, compound

HRID 493027Notes

Reaction equation

HRID 493027 reaction equation
[C:1]([O:5][C:6]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15]CC2C=CC=CC=2)=[CH:11][CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd].C(O)C>[C:1]([O:5][C:6]([O:8][C:9]1[CH:10]=[CH:11][C:12]([OH:15])=[CH:13][CH:14]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 22345885HCID 22345885, compound

Product 1

HCID 22345869HCID 22345869, compoundYield 96.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 702EthanolSolvent

Procedure

Ethanol (100 ml) and 10%-Pd/C (0.5 g) were added to 1-(tert-butoxycarbonyloxy)-4-benzyloxybenzene (10.0 g:33.3 mmol) of synthesized in the Example 13, and the mixture was subjected to hydrogenolysis under H2 atmosphere with stirring at a room temperature. After completion of the reaction, Pd/C was removed by filtration, and then the solvent was removed. The obtained residue was recrystallized from a mixed solvent of hexane/toluene to give 6.74 g (32.1 mmol) of 4-(tert-butoxycarbonyloxy)phenol.

Workup

  1. customof synthesized in the Example 13
  2. customwas removed by filtration
  3. customthe solvent was removed
  4. customThe obtained residue was recrystallized from a mixed solvent of hexane/toluene

Sources & evidence

ORD record
ord-fe4c4f4bf9c3423eaba2782a7108eb8c
Source dataset
uspto-grants-2009_05
Patent number
US07534547B2

Reaction notes

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