1-Ethynyl-4-fluorobenzene → HCID 19914695, compound

HRID 1090115Notes

Reaction equation

HRID 1090115 reaction equation
[CH:1]([N:4]=[N+:5]=[N-:6])([CH3:3])[CH3:2].[F:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[CH:15])=[CH:10][CH:9]=1>>[F:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:6]=[N:5][N:4]([CH:1]([CH3:3])[CH3:2])[CH:15]=2)=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 5226271-Ethynyl-4-fluorobenzeneHCID 124050732-Azidopropane

Product 1

HCID 19914695HCID 19914695, compound

Procedure

A mixture of isopropylazide [G. A. Olah, D. J. Donovan, J. Org. Chem., 43, 860, (1978)] (54.5 g; 640.3 mmol) and 4-fluorophenylacetylene [J. B. Lambert et al., J. Am. Chem. Soc., 107, 5443, (1985)] (39 g; 325.1 mmol) was heated at 70° C. for 41 hours. The excess of isopropylazide was distilled off an the resultant crude compound was purified by chromatography on silica gel (230-400 mesh), eluent methylene chloride:acetone=39:1, giving the title compound (m.p. 54°-55° C.).

Workup

  1. distillationThe excess of isopropylazide was distilled off an the resultant crude compound
  2. customwas purified by chromatography on silica gel (230-400 mesh), eluent methylene chloride

Sources & evidence

ORD record
ord-26f3411848e34974b334fd095e1ab1be
Source dataset
uspto-grants-1992_01
Patent number
US05081136

Reaction notes

Loading…