HCID 14088833, compound → HCID 10494494, compound

HRID 2207323Notes

Reaction equation

HRID 2207323 reaction equation
C[O:2][C:3](=[O:19])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]#[C:11][C:12]1[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=1>O>[Br:18][C:15]1[CH:16]=[CH:17][C:12]([C:11]2[O:2][C:3](=[O:19])[C:4]3[C:5]([CH:10]=2)=[CH:6][CH:7]=[CH:8][CH:9]=3)=[CH:13][CH:14]=1

Participants

3

Reactant 1

HCID 14088833HCID 14088833, compound

Product 1

HCID 10494494HCID 10494494, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 2-(4-bromo-phenylethynyl)-benzoic acid methyl ester (1.24 g, 3.95 mmol) and polyphosphoric acid (16 g) is heated to 80° C. and stirred at this temperature for 20 hours. The reaction mixture is allowed to cool to room temperature and water is added. The resulting precipitate is filtered off, washed with water and dried under vacuum to afford 3-(4-bromo-phenyl)-isochromen-1-one as brown powder; HPLC/MS 2.18 min (A), [M+H] 301/303.

Workup

  1. temperatureto cool to room temperature
  2. filtrationThe resulting precipitate is filtered off
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-b5a15ed4e0ce49a990ddfbb8bd5942aa
Source dataset
uspto-grants-2016_06
Patent number
US09376433B2

Reaction notes

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