HCID 67419312, compound → HCID 67375568, compound

HRID 1805921Notes

Reaction equation

HRID 1805921 reaction equation
C1(C2[O:12][CH2:11][CH:10]([O:13][CH2:14][CH2:15][O:16][CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][O:18]3)[CH2:9][O:8]2)C=CC=CC=1>[Pd].CCOC(C)=O>[O:18]1[CH2:19][CH2:20][CH2:21][CH2:22][CH:17]1[O:16][CH2:15][CH2:14][O:13][CH:10]([CH2:11][OH:12])[CH2:9][OH:8]

Participants

4

Reactant 1

HCID 67419312HCID 67419312, compound

Product 1

HCID 67375568HCID 67375568, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
25 °C

Procedure

A suspension of 10% palladium on carbon (172 mg, 0.162 mmol) in a solution of 2-phenyl-5[2-(tetrahydro-2H-pyran-2-yloxy)ethoxy]-1,3-dioxane (498.9 mg, 1.618 mmol) in EtOAc (32.4 mL) was stirred under H2 at 25° C. for 3 days. The reaction mixture was filtered through a plug of Celite and the filtrate was concentrated in vacuo to afford 2-[2-(tetrahydro-2H-pyran-2-yloxy)ethoxy]propane-1,3-diol. LCMS calc.=243.12; found=243.22 (M+Na)+.

Workup

  1. filtrationThe reaction mixture was filtered through a plug of Celite
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-90e542d032aa47148c93503992c75a44
Source dataset
uspto-grants-2013_01
Patent number
US08354454B2

Reaction notes

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