1,4-Dioxane hydrochloride → HCID 21714026, compound

HRID 650242Notes

Reaction equation

HRID 650242 reaction equation
C(OC([NH:11][CH:12]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH:13]([O:16][CH3:17])[O:14][CH3:15])=O)C1C=CC=CC=1.[ClH:24].O1CCOCC1>CO.[H][H].[Pd]>[ClH:24].[CH3:17][O:16][CH:13]([O:14][CH3:15])[CH:12]([NH2:11])[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

6

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 21714030HCID 21714030, compound

Product 1

HCID 21714026HCID 21714026, compoundYield 91%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

1-Benzyloxycarbonylamino-2,2-dimethyloxy-1-phenylethane (1.21 g, 3.84 mmol) was dissolved in methanol (38.4ml), and 4 N hydrogen chloride/1,4-dioxane (0.96 ml, 3.84 mmol) and palladium black (121 mg) were added to it and hydrogenolyzed overnight at room temperature in hydrogen atmosphere. After the palladium black was removed by filtration, the filtrate was concentrated under reduced pressure, and methylene chloride and diethyl ether were added to the resulting residue. The precipitated solid was collected by filtration whereby the title compound (760.3 mg, 91% yield) was obtained.

Workup

  1. customAfter the palladium black was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure, and methylene chloride and diethyl ether
  3. additionwere added to the resulting residue

Sources & evidence

ORD record
ord-b44440bd732d490695231b13252fa17b
Source dataset
uspto-grants-2001_08
Patent number
US06271238B1

Reaction notes

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