Phenylacetylene → HCID 18657625, compound

HRID 1491731Notes

Reaction equation

HRID 1491731 reaction equation
[C:1]1([C:7]#[CH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:9]([C@H:12]([CH3:29])[C@:13]([C:21]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=1[F:28])([OH:20])[CH2:14][N:15]1[CH:19]=[N:18][CH:17]=[N:16]1)=[N+:10]=[N-:11]>C1(C)C=CC=CC=1>[F:28][C:22]1[CH:23]=[C:24]([F:27])[CH:25]=[CH:26][C:21]=1[C@:13]([OH:20])([C@H:12]([N:9]1[CH:8]=[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:11]=[N:10]1)[CH3:29])[CH2:14][N:15]1[CH:19]=[N:18][CH:17]=[N:16]1

Participants

4

Reactant 2

HCID 10821PhenylacetyleneHCID 14706457HCID 14706457, compound

Product 1

HCID 18657625HCID 18657625, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of toluene (80 ml), phenylacetylene (6.7 ml) and (2R,3R)-3-azido-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (2 g) was heated for 8 hours at 130° C. After cooling, toluene was distilled off under reduced pressure. The residue was purified by silica gel chromatography (silica gel 50 g, eluent: ethyl acetate) to give Compound 58 (0.85 g) as a colorless powder.

Workup

  1. temperatureAfter cooling
  2. distillationtoluene was distilled off under reduced pressure
  3. customThe residue was purified by silica gel chromatography (silica gel 50 g, eluent: ethyl acetate)

Sources & evidence

ORD record
ord-aa051b2400a949f78c7fb8748e56a2df
Source dataset
uspto-grants-1994_12
Patent number
US05371100

Reaction notes

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