HCID 18941601, compound → HCID 18941596, compound

HRID 355275Notes

Reaction equation

HRID 355275 reaction equation
[CH2:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[C:5]([O:11][CH2:12][CH2:13][O:14][CH3:15])[CH:4]=1)[CH3:2]>C(O)C.[Pd]>[CH2:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7][OH:8])=[C:5]([O:11][CH2:12][CH2:13][O:14][CH3:15])[CH:4]=1)[CH3:2]

Participants

4

Reactant 1

HCID 18941601HCID 18941601, compound

Product 1

HCID 18941596HCID 18941596, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

This compound was hydrogenated in the manner of Step (c) of Example 1, using 7.5 grams (0.036 mole) of 4-ethyl-2-(2-methoxyethoxy)benzaldehyde in 200 mL of ethanol in the presence of 10% palladium on carbon. The yield of the subject compound was 1.8 grams, following purification by column chromatography on silica gel. The NMR spectrum was consistent with the proposed structure.

Workup

  1. custompurification by column chromatography on silica gel

Sources & evidence

ORD record
ord-0b2f96f74c8d4323a2dd751dd64d96db
Source dataset
uspto-grants-1998_11
Patent number
USH0001759

Reaction notes

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