Benzyl 3,6,9,12-tetraoxatridecanoate → 2,5,8,11-Tetraoxatridecan-13-oic acid

HRID 2306889Notes

Reaction equation

HRID 2306889 reaction equation
C([O:8][C:9](=[O:22])[CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH3:21])C1C=CC=CC=1>CO.[Pd]>[C:9]([OH:22])(=[O:8])[CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH3:21]

Participants

4

Reactant 1

HCID 54493198Benzyl 3,6,9,12-tetraoxatridecanoate

Product 1

HCID 98593242,5,8,11-Tetraoxatridecan-13-oic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Benzyl-3,6,9,12-Tetraoxatridecanoate (5 mmol) is dissolved in methanol (50 ml) and 10% palladium on carbon is added (100 mg catalyst/mmol). The suspension is shaken under 30 psi H2 until the starting material is consumed. The suspension is filtered through a short pad of Celite, washed thoroughly with methanol, and the solvent evaporated. The product is used directly without purification.

Workup

  1. customis consumed
  2. filtrationThe suspension is filtered through a short pad of Celite
  3. washwashed thoroughly with methanol
  4. customthe solvent evaporated
  5. customThe product is used directly without purification

Sources & evidence

ORD record
ord-13f291956e8b44afa2cba1ae82dd0922
Source dataset
uspto-grants-2004_12
Patent number
US06828427B1

Reaction notes

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