Hydrochloric Acid → HCID 178434702, compound

HRID 1764077Notes

Reaction equation

HRID 1764077 reaction equation
[C:1]1([C:7]#[C:8][CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:10]([Si](C)(C)C)=[N+:11]=[N-:12].Cl>C(OCC)C>[CH3:9][C:8]1[N:10]=[N:11][NH:12][C:7]=1[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 69601MethylphenylacetyleneHCID 78378Azidotrimethylsilane

Product 1

HCID 178434702HCID 178434702, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
155 °C

Procedure

##STR7## 1-Phenyl-1-propyne (2.52 g) and azidotrimethylsilane (2.48 g, Me3SiN3) were sealed into a heavy-walled glass reactor at -70° C. and 0.5 mm Hg. The mixture was heated 11 days at 155° C., cooled, dissolved in diethyl ether (Et2O), and stirred briefly with 5 percent HCl. After washing with a small amount of NaHCO3 solution, the Et2O solution was evaported to give 3.06 g (89%) cream white solid, mp 173.5-174.0 whose NMR spectrum and elemental analysis confirm its structure.

Workup

  1. temperaturecooled
  2. washAfter washing with a small amount of NaHCO3 solution
  3. customto give 3.06 g (89%) cream white solid, mp 173.5-174.0 whose NMR spectrum and elemental analysis

Sources & evidence

ORD record
ord-c2ebf4e76111420397b766ea5e98399a
Source dataset
uspto-grants-1978_09
Patent number
US04115288

Reaction notes

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