1,4-Dioxane hydrochloride → HCID 86650788, compound

HRID 1893591Notes

Reaction equation

HRID 1893591 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][N:6]([N:11]([CH3:45])[C:12](=[O:44])[CH2:13][N:14]([C:31]1[CH:36]=[CH:35][C:34]([C:37]3[N:41]=[C:40]([CH3:42])[O:39][N:38]=3)=[CH:33][C:32]=1[CH3:43])[CH2:15][C:16]([NH:18][CH2:19][CH2:20][N:21](C(OC(C)(C)C)=O)[CH2:22][CH3:23])=[O:17])[CH2:5]2.[ClH:46].O1CCOCC1.Cl.C(OCC)(=O)C>ClCCl.C(Cl)(Cl)Cl>[ClH:46].[ClH:46].[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][N:6]([N:11]([CH3:45])[C:12](=[O:44])[CH2:13][N:14]([C:31]1[CH:36]=[CH:35][C:34]([C:37]3[N:41]=[C:40]([CH3:42])[O:39][N:38]=3)=[CH:33][C:32]=1[CH3:43])[CH2:15][C:16]([NH:18][CH2:19][CH2:20][NH:21][CH2:22][CH3:23])=[O:17])[CH2:5]2

Participants

6

Reactant 3

HCID 204431481,4-Dioxane hydrochlorideHCID 21866389Hydrogen chloride-ethyl acetateHCID 86650789HCID 86650789, compound

Product 1

HCID 86650788HCID 86650788, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

The compound (3.62 g, 5.80 mmol) obtained in step A was dissolved in dichloromethane (12 ml), 4N hydrochloric acid-dioxane solution (12 ml) was added, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with chloroform, and the organic layer was washed with 1N aqueous sodium hydroxide solution, and dried over sodium sulfate. The insoluble material was filtered off, and the solution was concentrated under reduced pressure. The obtained oil was dissolved in diethyl ether (58 ml), and 4N hydrochloric acid-ethyl acetate (3.14 ml, 12.6 mmol) was added to allow precipitation of a solid. This was collected by filtration, washed with diethyl ether, and dried under reduced pressure to give the title compound (2.96 g, yield 86%) as a pale-yellow solid.

Workup

  1. washthe organic layer was washed with 1N aqueous sodium hydroxide solution
  2. dry with materialdried over sodium sulfate
  3. filtrationThe insoluble material was filtered off
  4. concentrationthe solution was concentrated under reduced pressure
  5. dissolutionThe obtained oil was dissolved in diethyl ether (58 ml)
  6. customprecipitation of a solid
  7. filtrationThis was collected by filtration
  8. washwashed with diethyl ether
  9. customdried under reduced pressure

Sources & evidence

ORD record
ord-1298eae635d8408da9d247db06864e44
Source dataset
uspto-grants-2013_08
Patent number
US08513235B2

Reaction notes

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