ot A mixture of the compound from Example 5a (2-bromo-6-substitutedphenol) (XX;

Question

ot A mixture of the compound from Example 5a (2-bromo-6-substitutedphenol) (XX; 0.0495 mol.), methyl iodide (3.4 mL; XX mol.) and potassium carbonate (8.2 g:) in acetone (250 mL) was stirred and heated under reflux for 24h. The mixture was evaporated and the residue triturated with water to afford the title compound (8.7 g: XX percent). mp 55-56 °C. NMR (300 MHz, CDC1. 67.81-7.74 (m, 2H), 7.13 (t, J-8.1 Hz, 1H), 4.02 (s, 3H); Anal. (XXXXX) caled: C,36.24; H, 2.61; N, 6.04. found: C, 36.30;H 2.59; N, 5.73. 17)(4 points) Draw the overall reaction described above. OH

Explanation / Answer

23) For the given ether formation reaction, If methyl iodide is not available, methanol cannot be used,

No

Becuase the OH- generated from the reaction of phenoxide with methanol can cleave the ether back to the starting material.

24) Yes, mesylate of methanol may be used in place of methyl iodide. mesylate is a good leaving group like Iodide and thus the reaction would occur in forward direction.

25) mesylate of methanol,

CH3-O-SO2CH3

26) potassium carbonate K2CO3

Related Questions

Navigate

• Browse (All)
• Browse O
• Subjects

---

---

Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.