2-Bromo-1-(2,5-dichlorophenyl)ethanone → 1-Benzo[1,3]dioxol-4-yl-2-bromo-ethanone

HRID 29267

Reaction equation

HRID 29267 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([C:10](=[O:12])[CH3:11])[C:4]=2[O:3][CH2:2]1.[Br:13]CC(C1C=C(Cl)C=CC=1Cl)=O>>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([C:10](=[O:12])[CH2:11][Br:13])[C:4]=2[O:3][CH2:2]1

Participants

3

Reactant 2

HCID 27569072-Bromo-1-(2,5-dichlorophenyl)ethanoneHCID 137310061-(1,3-Dioxaindan-4-yl)ethan-1-one

Product 1

HCID 218649771-Benzo[1,3]dioxol-4-yl-2-bromo-ethanoneYield 48%

Procedure

This compound was prepared from 1-benzo[1,3]dioxol-4-yl-ethanone (2.15 g, 13.1 mmol) in the manner described for 2-bromo-1-(2,5-dichlorophenyl)ethanone (Example I-2), affording 1.54 g (48%) of 1-benzo[1,3]dioxol-4-yl-2-bromo-ethanone as an off-white solid. 1H-NMR (CD2Cl2) δ; 7.41 (dd, J=8.1 Hz, 1H), 7.05 (dd, J=8.1 Hz, 1H), 6.94 (dd, J=8.8 Hz, 1H), 6.13 (s, 2H), 4.55 (s, 2H). TLC Rf=0.28, 15%, ethyl acetate—hexanes.

Sources & evidence

ORD record
ord-4f5f64c4119a458a852a4bd2f024f67f
Source dataset
uspto-grants-2008_09
Patent number
US07420066B2

Linked notes

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