HCID 58455292, compound → HCID 58455274, compound

HRID 1479225Notes

Reaction equation

HRID 1479225 reaction equation
C1(C2[O:12][CH2:11][CH:10]([O:13][C:14]([NH:16][C:17]3[CH:27]=[CH:26][C:20]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:19][CH:18]=3)=[O:15])[CH2:9][O:8]2)C=CC=CC=1>C(O)C.[Pd]>[OH:8][CH2:9][CH:10]([O:13][C:14]([NH:16][C:17]1[CH:27]=[CH:26][C:20]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:19][CH:18]=1)=[O:15])[CH2:11][OH:12]

Participants

4

Reactant 1

HCID 58455292HCID 58455292, compound

Product 1

HCID 58455274HCID 58455274, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Ethyl 4-((2-phenyl-1,3-dioxan-5-yloxy)carbonylamino)benzoate (4.70 g, 12.7 mmol) was dissolved in ethanol (500 ml) under argon and Pd/C (2.48 g, 2.3 mmol) was added. The flask was flushed with hydrogen and allowed to stir under 1 atm H2 at room temperature for 16 h. The crude reaction mixture was passed through a plug of celite and the solvent was removed under reduced pressure yielding (3.14 g, 11.2 mmol, 88%). The product was used without any further purification.

Workup

  1. customThe flask was flushed with hydrogen
  2. customThe crude reaction mixture
  3. customthe solvent was removed under reduced pressure
  4. customyielding (3.14 g, 11.2 mmol, 88%)
  5. customThe product was used without any further purification

Sources & evidence

ORD record
ord-acd4692009824fbd8710126758a70721
Source dataset
uspto-grants-2016_08
Patent number
US09408919B2

Reaction notes

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