4-Chlororesorcinol → HCID 58913520, compound

HRID 1296886Notes

Reaction equation

HRID 1296886 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:12]=[C:13]([CH2:17][C:18]([OH:20])=O)[CH:14]=[CH:15][CH:16]=1.P(Cl)(Cl)(Cl)(Cl)Cl.[CH3:27]N(C=O)C>>[Br:10][C:11]1[CH:12]=[C:13]([C:17]2[C:18](=[O:20])[C:7]3[C:5](=[CH:4][C:3]([OH:9])=[C:2]([Cl:1])[CH:8]=3)[O:6][CH:27]=2)[CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 4

HCID 17314-ChlororesorcinolHCID 6228DimethylformamideHCID 24819Phosphorus pentachlorideHCID 74653(3-Bromophenyl)acetic acid

Product 1

HCID 58913520HCID 58913520, compound

Procedure

This compounds was synthesised in the same manner as described above. 4-Chlororesorcinol (0.34 g, 2.4 mmol), 3-bromophenyl acetic acid (0.51 g, 2.4 mmol), BF3Et2O (5 ml), PCl5 (0.74 g, 3.6 mmol), DMF (5 ml and 10 ml). The precipitate formed was filtered and re-crystallized from methanol to give 3-(3-Bromo-phenyl)-6-chloro-7-hydroxy-chromen-4-one a flakey white solid (0.64 g, 76%).

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-a0216df661404710b8e91a838490acd5
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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