1,4-Dioxane hydrochloride → HCID 67030367, compound

HRID 1465455Notes

Reaction equation

HRID 1465455 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][N:10]([C:13]1[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][CH:14]=1)[CH2:11][CH3:12])(C)(C)C.O1CCOCC1.[ClH:27]>O1CCOCC1>[ClH:27].[ClH:27].[Br:19][C:16]1[CH:15]=[CH:14][C:13]([N:10]([CH2:11][CH3:12])[CH2:9][CH2:8][NH2:7])=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 58181236HCID 58181236, compound

Product 1

HCID 67030367HCID 67030367, compoundYield 126.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl{2-[(4-bromophenyl)(ethyl)amino]ethyl}carbamate (896 mg) synthesized in Production Example 83, step 3 was dissolved in dioxane (5 ml), and 4M-hydrogen chloride dioxane solution (5 ml, 20 mmol) was added dropwise at 0° C. After stirring at room temperature for 2 hrs, the mixture was concentrated under reduced pressure. Dichloromethane was added to the residue, and the mixture was concentrated under reduced pressure, which operation was performed 3 times to remove volatile components such as hydrogen chloride and the like. The residue was dried under reduced pressure to give N-(4-bromophenyl)-N-ethylethane-1,2-diamine dihydrochloride (1.044 g) as a yellow gum-like solid.

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. additionDichloromethane was added to the residue
  3. concentrationthe mixture was concentrated under reduced pressure, which operation
  4. customto remove volatile components such as hydrogen chloride
  5. customThe residue was dried under reduced pressure

Sources & evidence

ORD record
ord-283140415ee440e28d90c82612e80d2f
Source dataset
uspto-grants-2015_04
Patent number
US08999989B2

Reaction notes

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