HCID 57729259, compound → HCID 57729260, compound

HRID 1988196Notes

Reaction equation

HRID 1988196 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[CH:13][C:14]([CH2:19][OH:20])=[C:15]([CH3:18])[CH:16]=3)[O:11][C:10](=[O:21])[CH:9]=2)=[CH:4][CH:3]=1>C(Cl)Cl.O=[Mn]=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:17]3[C:12](=[CH:13][C:14]([CH:19]=[O:20])=[C:15]([CH3:18])[CH:16]=3)[O:11][C:10](=[O:21])[CH:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 57729259HCID 57729259, compound

Product 1

HCID 57729260HCID 57729260, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

4-(4-Fluorophenyl)-7-(hydroxymethyl)-6-methyl-2H-chromen-2-one (0.487 g, 1.71 mmol) in CH2Cl2 (350 mL) was stirred with activated MnO2 (2.23 g, 25.7 mmol) for 65 h at rt. The reaction mixture was filtered through a pad of celite and the filtrate was concentrated to afford the title compound. 1H NMR (500 MHz, acetone-d6): δ 10.40 (s, 1H), 7.86 (s, 1H), 7.70 (m, 2H), 7.46 (s, 1H), 7.42 (m, 2H), 6.53 (s, 1H), 2.66 (s, 3H).

Workup

  1. filtrationThe reaction mixture was filtered through a pad of celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-ec280d7053094facbe5db550522bbddf
Source dataset
uspto-grants-2009_06
Patent number
US07553973B2

Reaction notes

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