HCID 11110893, compound → HCID 11727809, compound

HRID 1636618Notes

Reaction equation

HRID 1636618 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-772c7a70a5744820ac07cf54bdb2a67b
Source dataset
uspto-grants-2000_03
Patent number
US06034239

Reaction notes

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