Iodoethane → 1-(4-Isopropyl-7-ethoxy-2,2-dimethyl-2H-chromen-6-yl)ethanone

HRID 2180485Notes

Reaction equation

HRID 2180485 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH:14]([CH3:16])[CH3:15])=[CH:7][C:8]([CH3:13])([CH3:12])[O:9]2)=[CH:4][C:3]=1[C:17](=[O:19])[CH3:18].[CH2:20](I)[CH3:21].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH:14]([C:6]1[C:5]2[C:10](=[CH:11][C:2]([O:1][CH2:20][CH3:21])=[C:3]([C:17](=[O:19])[CH3:18])[CH:4]=2)[O:9][C:8]([CH3:13])([CH3:12])[CH:7]=1)([CH3:15])[CH3:16]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 224909177-Hydroxy-4-isopropyl-2,2-dimethyl-2H-chromen-6-yl-ethanone2×

Product 1

HCID 224910471-(4-Isopropyl-7-ethoxy-2,2-dimethyl-2H-chromen-6-yl)ethanone

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

As described in General Procedure A, a solution of 1-(7-hydroxy-4 isopropyl-2,2-dimethyl-2H-chromen-6-yl)-ethanone (Compound 62, 205 mg, 0.69 mmol) in acetone were added ethyl iodide (0.3 mL, 3.45 mmol) and potassium carbonate (476 mg, 3.45 mmol) to give rise to the title compound as a colorless oil after purification by flash chromatography (silica gel, 5% ethyl acetate in hexanes).

Sources & evidence

ORD record
ord-14b050941e6a48f2a88d3abc76f81f9e
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

Loading…