HCID 86754147, compound → HCID 53762547, compound

HRID 580800Notes

Reaction equation

HRID 580800 reaction equation
C([O:8][CH2:9][C:10]([O:12][CH2:13][O:14][C:15](=[O:25])[CH2:16][O:17]CC1C=CC=CC=1)=[O:11])C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[OH:8][CH2:9][C:10]([O:12][CH2:13][O:14][C:15](=[O:25])[CH2:16][OH:17])=[O:11]

Participants

5

Reactant 2

HCID 86754147HCID 86754147, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53762547HCID 53762547, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Methylene bis(benzyloxyacetate) (0.52 g, 1.5 mmol) and Pd/C (100 mg, 10%) are added to dry ethanol (100 ml). Hydrogen (1 atm) is introduced and the reaction is complete after 16 hours at room temperature, whereupon the reaction mixture is filtered and the solvent is evaporated under reduced pressure (0.01 mmHg) to yield 0.23 g (95%) product. 1H NMR (200 MHz, MeOH): δ 4.2 (CH2, s), 4.9 (OH), 5.9 (OCH2O, s). The product may be used to form polyesters with di- or poly-acids and to form polyurethanes with isocyanates.

Workup

  1. filtrationis filtered
  2. customthe solvent is evaporated under reduced pressure (0.01 mmHg)

Sources & evidence

ORD record
ord-9b5753070cff4de79750373a9efb4405
Source dataset
uspto-grants-1999_07
Patent number
US05919753

Reaction notes

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