4-(3-bromophenyl)butan-2-one synthesis

5synthesis methods

Product Name:4-(3-bromophenyl)butan-2-one
CAS Number:3506-70-5
Molecular formula:C10H11BrO
Molecular Weight:227.1

3-(3-Bromophenyl)-N-methoxy-N-methylpropanamide

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Yield:3506-70-5 94%

Reaction Conditions:

in tetrahydrofuran at -78 - 0;

Steps:

17

A solution of 3-(3-bromophenyl)-N-methoxy-N-methylpropanamide (Scheme 7, A)(0.500g, 1.84 mmol) and THF (18.0 mL) was cooled to -78° followed by the addition of 3.0 M methylmagnesium bromide (0.623 mL, 1.84 mmol) and allowed to stir at 0⁰C for 2 h. Due to the presence of unreacted starting material, 3.0M methylmagnesium bromide (1.24 mL, 3.68 mmol) was added and allowed to stir overnight at O⁰C. The reaction was quenched with NH₄Cl and the product extracted into DCM, dried ( Na₂SO₄) and concentrated to give product as a light orange liquid (0.391 g, 94%). ¹H NMR (300 MHz, DMSO) δ 7.43 (s, IH)₅ 7.38 - 7.35 (m₅ IH)₅ 7.25 - 7.21 (m, 2H)₅ 2.77 (s, 4H)₅ 2.09 (s, 3H),.m/z (APCI) M (226.9).