4-Chlororesorcinol → HCID 58913489, compound

HRID 1296880Notes

Reaction equation

HRID 1296880 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][C:3]=1[OH:9].[CH3:10][O:11][C:12]1[CH:13]=[C:14]([CH2:20][C:21]([OH:23])=O)[CH:15]=[CH:16][C:17]=1[O:18][CH3:19].P(Cl)(Cl)(Cl)(Cl)Cl.[CH3:30]N(C=O)C>>[Cl:1][C:2]1[CH:8]=[C:7]2[C:5](=[CH:4][C:3]=1[OH:9])[O:6][CH:30]=[C:20]([C:14]1[CH:15]=[CH:16][C:17]([O:18][CH3:19])=[C:12]([O:11][CH3:10])[CH:13]=1)[C:21]2=[O:23]

Participants

5

Reactant 4

HCID 17314-ChlororesorcinolHCID 6228DimethylformamideHCID 7139(3,4-Dimethoxyphenyl)acetic acidHCID 24819Phosphorus pentachloride

Product 1

HCID 58913489HCID 58913489, compound

Procedure

This compounds was synthesised in the same manner as described above. 4-Chlororesorcinol (0.87 g, 6 mmol), 3,4-dimethoxy-phenylacetic acid (1.18 g, 6 mmol), BF3Et2O (4 ml), PCl5 (1.9 g, 9.1 mmol), DMF (5 ml and 10 ml). The precipitate formed was filtered and re-crystallized from methanol to give 6-Chloro-3-(3,4-dimethoxy-phenyl)-7-hydroxy-chromen-4-one an off white solid (1.4 g, 70.20%); Rf 0.72 ethyl acetate.

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-8cbc1e0b3ba0462c909e2856b9c19f12
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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