3-Butyn-1-OL → HCID 15475334, compound

HRID 566237Notes

Reaction equation

HRID 566237 reaction equation
[C:1]1([C:7]([N:20]=[N+:21]=[N-:22])([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:23]([OH:27])[CH2:24][C:25]#[CH:26]>C1(C)C=CC=CC=1>[C:1]1([C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:20]2[CH:26]=[C:25]([CH2:24][CH2:23][OH:27])[N:22]=[N:21]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 135663-Butyn-1-OLHCID 84340Benzene, 1,1',1''-(azidomethylidyne)tris-

Product 1

HCID 15475334HCID 15475334, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In toluene (90 ml) were dissolved triphenylmethyl azide (8.23 g) and 3-butyn-1-ol (2.2 ml). The solution was heated for 60 hours under reflux. The reaction mixture was concentrated under reduced pressure. The concentrate was purified by means of a column chromatography (carrier: silica gel, 150 g, developing solvent: ethyl acetate). The resulting crystalline product was washed with isopropyl ether to give the title compound (3.06 g).

Workup

  1. temperatureThe solution was heated for 60 hours
  2. temperatureunder reflux
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customThe concentrate was purified by means of a column chromatography (carrier: silica gel, 150 g, developing solvent: ethyl acetate)
  5. washThe resulting crystalline product was washed with isopropyl ether

Sources & evidence

ORD record
ord-8cb29b10ee6e44eca7e8bc1d9d8cd25c
Source dataset
uspto-grants-2001_01
Patent number
US06174877B1

Reaction notes

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