HCID 11110893, compound → HCID 11727809, compound

HRID 324644Notes

Reaction equation

HRID 324644 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[O:11][CH2:12][C:13]#[CH:14])[CH:7]([CH2:15][CH2:16][NH:17][C:18](=[O:21])[CH2:19][CH3:20])[CH2:6][CH2:5]2>BrC1C=CC=CC=1>[Br:1][C:2]1[C:10]2[O:11][CH2:12][CH:13]=[CH:14][C:9]=2[C:8]2[CH:7]([CH2:15][CH2:16][NH:17][C:18](=[O:21])[CH2:19][CH3:20])[CH2:6][CH2:5][C:4]=2[CH:3]=1

Participants

3

Reactant 1

HCID 11110893HCID 11110893, compound

Product 1

HCID 11727809HCID 11727809, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 7961BromobenzeneSolvent

Procedure

A solution of N-[2-(5-bromo-6-(2-propynyl)oxyindan-1-yl)ethyl]propionamide (2.9 g, 8.4 mmol.) in bromobenzene (30 mL) was stirred for 18 hours in a sealed tube at 200° C. The reaction mixture was cooled and, then, the solvent was distilled off under reduced pressure. The residue was purified by means of silica gel column chromatography (ethyl acetate) to afford the title compound (yield 2.5 g, 85%).

Workup

  1. temperatureThe reaction mixture was cooled
  2. distillationthe solvent was distilled off under reduced pressure
  3. customThe residue was purified by means of silica gel column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-e78dcaf95bb44d5492788f6ff7560930
Source dataset
uspto-grants-2001_04
Patent number
US06218429B1

Reaction notes

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