4-Chlororesorcinol → HCID 58913538, compound

HRID 1296881Notes

Reaction equation

HRID 1296881 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][C:3]=1[OH:9].[Br:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][C:18]([OH:20])=O.P(Cl)(Cl)(Cl)(Cl)Cl.[CH3:27]N(C=O)C>>[Br:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[C:17]1[C:18](=[O:20])[C:7]2[C:5](=[CH:4][C:3]([OH:9])=[C:2]([Cl:1])[CH:8]=2)[O:6][CH:27]=1

Participants

5

Reactant 4

HCID 17314-ChlororesorcinolHCID 6228DimethylformamideHCID 24819Phosphorus pentachlorideHCID 877542-Bromophenylacetic acid

Product 1

HCID 58913538HCID 58913538, compoundYield 39.1%

Procedure

This compounds was synthesised in the same manner as described above. 4-Chlororesorcinol (2.0 g, 13.8 mmol), 2-bromophenyl acetic acid (2.98 g, 13.8 mmol), BF3Et2O (8 ml), PCl5 (4.3 g, 20.6 mmol), DMF (8 ml and 12 ml). The precipitate formed was filtered and re-crystallized from methanol to give 3-(2-Bromo-phenyl)-6-chloro-7-hydroxy-chromen-4-one as a white solid (1.9 g, 39.1%); Rf 0.85 ethyl acetate/hexane (75/25).

Workup

  1. customThis compounds was synthesised in the same manner
  2. customThe precipitate formed
  3. filtrationwas filtered
  4. customre-crystallized from methanol

Sources & evidence

ORD record
ord-c6b1636ad0f44d2a9c19646d554666f2
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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