Potassium Carbonate → HCID 69030799, compound

HRID 1868611Notes

Reaction equation

HRID 1868611 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:24])[CH:7]=[C:8]([C:12]3[CH:17]=[C:16]([O:18][CH3:19])[C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=3)[O:9]2)=[CH:4][CH:3]=1.Br[C:26]([Br:29])([CH3:28])C.[C:30](=O)([O-])[O-].[K+].[K+].[K+].[Br-]>CN(C)C=O>[Br:29][CH2:26][CH2:28][CH2:30][O:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:24])[CH:7]=[C:8]([C:12]3[CH:17]=[C:16]([O:18][CH3:19])[C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=3)[O:9]2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 116582,2-DibromopropaneHCID 253877Potassium BromideHCID 53819207-Hydroxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one2×

Product 1

HCID 69030799HCID 69030799, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

This compound (59) was prepared from 7-hydroxy-3′,4′,5′-trimethoxy-flavone, 25 (3.3 g, 10 mmol), dibromo propane (3 mL, 30 mmol) and potassium carbonate (2.7 g, 20 mmol) in dry dimethyl formamide (120 mL) using the identical procedure as described for 56. Yield 3.1 g (69%); mp 156-157° C.; MS (FAB) 449/451 (M++1); IR (KBr) 1629; 1H NMR (200 MHz, CDCl3) δ 8.13 (d, J=9.4 Hz, 1H), 7.11 (s, 2H), 7.01-6.97 (m, 2H), 6.70 (s, 1H), 4.25 (t, J=5.8 Hz, 2H), 3.96 (s, 6H), 3.93 (s, 3H), 3.64 (t, J=6.3 Hz, 2H), 2.39 (q, J=6.1 Hz, 2H).

Sources & evidence

ORD record
ord-8f37b80150c343f895cd5a9ba6cd0eb8
Source dataset
uspto-grants-2009_12
Patent number
US07635779B2

Reaction notes

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