Hydrochloric Acid → HCID 22119055, compound

HRID 1419114Notes

Reaction equation

HRID 1419114 reaction equation
[ClH:1].C(O[C:7]([N:9](C)[C:10]1[CH:15]=[C:14]([CH3:16])[C:13]([O:17][C:18](=[O:20])[CH3:19])=[C:12]([CH3:21])[C:11]=1[CH3:22])=O)(C)(C)C>O1CCOCC1>[ClH:1].[CH3:7][NH:9][C:10]1[CH:15]=[C:14]([CH3:16])[C:13]([O:17][C:18](=[O:20])[CH3:19])=[C:12]([CH3:21])[C:11]=1[CH3:22]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22119058HCID 22119058, compound

Product 1

HCID 22119055HCID 22119055, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture prepared by adding 100 ml of a 4N solution of hydrogen chloride in 1,4-dioxane to 5.45 g of N-t-butoxycarbonyl-N-methyl-4-acetoxy-2,3,5-trimethylaniline (prepared as described in Preparation 16) at room temperature was stirred for 3 hours. At the end of this time, the reaction mixture was freed from the solvent by distillation under reduced pressure, and the resulting residue was triturated with diisopropyl ether. The crystals thus obtained were collected by filtration, after which they were washed with diisopropyl ether to give 4.36 g of the title compound, melting at 172°-176° C.

Workup

  1. customA mixture prepared
  2. distillationAt the end of this time, the reaction mixture was freed from the solvent by distillation under reduced pressure
  3. customthe resulting residue was triturated with diisopropyl ether
  4. customThe crystals thus obtained
  5. filtrationwere collected by filtration
  6. washafter which they were washed with diisopropyl ether

Sources & evidence

ORD record
ord-dd55dc633e384083897346deee1c4efd
Source dataset
uspto-grants-1999_03
Patent number
US05886014

Reaction notes

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