Dimethyl dicarbonate → HCID 19040047, compound

HRID 2396405Notes

Reaction equation

HRID 2396405 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:18][CH:17]2[CH:13]([CH:14]=[CH:15][C:16]2=O)[CH:12]1[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[O:10])C1C=CC=CC=1.C(OC(OC)=O)(=O)[O:26]C.[H][H]>O1CCCC1.[Pd]>[CH3:1][O:8][C:9]([N:11]1[CH2:18][CH:17]2[CH:13]([C:14](=[O:26])[CH2:15][CH2:16]2)[CH:12]1[C:20]([O:22][CH2:23][CH3:24])=[O:21])=[O:10]

Participants

6

Reactant 3

HCID 3086Dimethyl dicarbonateHCID 72313378HCID 72313378, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19040047HCID 19040047, compoundYield 93.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of the compound prepared as described in Example 5 (4.70 g), dimethyl pyrocarbonate (3.83 g), and 5% palladium/carbon (1.0 g) in tetrahydrofuran (100 ml) was hydrogenated at a hydrogen pressure of 60 psi and at room temperature. After two hours, the catalyst was removed by filtration and the filtrate concentrated in vacuo to give 3.41 g of compound 9.

Workup

  1. additionA mixture of the compound
  2. customprepared
  3. customthe catalyst was removed by filtration
  4. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-dca90ed041ae4004ac3c038b0bbe7cef
Source dataset
uspto-grants-1996_02
Patent number
US05491241

Reaction notes

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