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

HRID 1419640Notes

Reaction equation

HRID 1419640 reaction equation
[C:1]([O:15]CC1C=CC=CC=1)(=[O:14])[CH2:2][O:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][O:12][CH3:13]>CO.[Pd]>[C:1]([OH:15])(=[O:14])[CH2:2][O:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][O:12][CH3:13]

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-6b7d725e5f4e4ccbbb9645b54e3edc0c
Source dataset
uspto-grants-1999_03
Patent number
US05886177

Reaction notes

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