Iodoethane → 6-Bromo-7-ethoxy-2,2-dimethyl-chroman-4-one

HRID 2180455Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[OH:12])[O:8][C:7]([CH3:14])([CH3:13])[CH2:6][C:5]2=[O:15].C(=O)([O-])[O-].[K+].[K+].I[CH2:23][CH3:24]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH2:23][CH3:24])[O:8][C:7]([CH3:13])([CH3:14])[CH2:6][C:5]2=[O:15]

Participants

Reactant 3

HCID 6340Iodoethane

HCID 11430Potassium Carbonate

HCID 224908286-Bromo-7-hydroxy-2,2-dimethyl-chroman-4-one2×

Product 1

HCID 224909226-Bromo-7-ethoxy-2,2-dimethyl-chroman-4-one

Procedure

As described in General Procedure A, 6-bromo-7-hydroxy-2,2-dimethyl-chroman-4-one (Compound 3, 2.0 g, 7.35 mmol) was treated with potassium carbonate (500 mg) and iodoethane (1.5 mL, 18.75 mmol) to give rise to the title compound as a white solid after purification by flash chromatography (silica gel, 5% ethyl acetate in hexanes).

Sources & evidence

ORD record: ord-fa79366b6c1d43ae87ed67b1599d8d7c
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06887896B1

Reaction notes

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