Phenylacetic Acid → HCID 58913622, compound

HRID 1296878

Reaction equation

HRID 1296878 reaction equation
[Cl:1][C:2]1[C:8]([OH:9])=[CH:7][CH:6]=[CH:5][C:3]=1O.[C:10]1([CH2:16][C:17]([OH:19])=O)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.P(Cl)(Cl)(Cl)(Cl)Cl.CN([CH:29]=[O:30])C>>[Cl:1][C:2]1[CH:3]=[C:5]2[C:6](=[CH:7][C:8]=1[OH:9])[O:19][CH:17]=[C:16]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:29]2=[O:30]

Participants

5

Reactant 4

HCID 999Phenylacetic AcidHCID 6228DimethylformamideHCID 24819Phosphorus pentachlorideHCID 803312-Chlororesorcinol

Product 1

HCID 58913622HCID 58913622, compoundYield 85%

Procedure

This compounds was synthesised in the same manner as described above. Chlororesorcinol (0.87 g, 6 mmol), phenylacetic acid (0.82 g, 6 mmol), BF3Et2O (4 ml), PCl5 (1.9 g, 9.1 mmol), DMF (5 ml and 10 ml). The pink precipitate formed was filtered and re-crystallized from methanol to give 6-Chloro-7-hydroxy-3-phenyl-chromen-4-one as fine light pink crystals (1.4 g, 85%); Rf 0.6 ethyl acetate/hexane (75/25).

Workup

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

Sources & evidence

ORD record
ord-b6bd4c212ebc4e0b90629dc00fe67aab
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Linked notes

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