ChemicalBook CAS DataBase List 1-IODO-3,4-METHYLENEDIOXYBENZENE

1-IODO-3,4-METHYLENEDIOXYBENZENE synthesis

5synthesis methods

Product Name:1-IODO-3,4-METHYLENEDIOXYBENZENE
CAS Number:5876-51-7
Molecular formula:C7H5IO2
Molecular Weight:248.02

274-09-9
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Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

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5876-51-7
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Yield: 57%

Reaction Conditions:

in acetic acid

Steps:

37 3-Benzyl-1,5-epoxy-7,8methylenedioxy-1,2,4,5-tetrahydro-3-benzazepin oxalate
EXAMPLE 37 3-Benzyl-1,5-epoxy-7,8methylenedioxy-1,2,4,5-tetrahydro-3-benzazepin oxalate To a solution of 1,2-methylenedioxybenzene (24.4 g, 0.20M) in AcOH (30 ml) was added ICI (40 g, 0.250M) in AcOH (50 ml) at room temperature over 0.5 hour. The reaction mixture was stirred for an additional three hours, then poured into H₂ O and extracted twice with ether. The organic extracts were washed with NaHSO₃, saturated NaHCO₃, H₂ O, dried (MgSO₄), and evaporated in vacuo. The product was distilled under vacuum at 70` C. to give 3,4-methylenedioxyiodobenzene as a pale orange liquid (28.8 g, 57% yield). NMR (CDCl₃) δ 5.85 (s, 2H, O--CH₂ --O), 6.50 (d, 1H, J=8 Hz, H₆), 7.10 (m, 2H, J=8 Hz, J=2 Hz, H₂ and H₅); MS: 248 (M⁺).