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ChemicalBook CAS DataBase List 1-IODO-3,4-METHYLENEDIOXYBENZENE
5876-51-7

1-IODO-3,4-METHYLENEDIOXYBENZENE synthesis

5synthesis methods
-

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+).

References:

Ortho Pharmaceutical Corporation US4761413, 1988, A

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