تفاعل #992722

ord-01db789199e64b4d855882632e583af9

معادلة التفاعل

OCc1cccc(O)c1
3-hydroxybenzylalcohol
[Na+].[OH-]
sodium hydroxide
C#CCBr
propargyl bromide
Cc1ccccc1C
xylene
O=C(O)CC(O)(CC(=O)O)C(=O)O
citric acid
C#CCOc1cccc(CO)c1
3-propargyloxybenzyl alcohol

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe reaction mixture was heated
  2. 2
    درجة الحرارةat reflux for 6 hours
  3. 3
    أخرىthe solvent was removed under vacuum
  4. 4
    استخلاصThe residue was extracted with ethyl acetate (3×15 mL)
  5. 5
    غسيلthe combined organic layers were washed with saturated NaCl solution (10 mL)
  6. 6
    تجفيفdried over MgSO4
  7. 7
    تركيزconcentrated

الإجراء التجريبي

To a solution of 3-hydroxybenzylalcohol (2.4 g, 20 mmol) in THF (50 mL) and water (2.5 mL) was first added powdered sodium hydroxide (1.5 g, 37.5 mmol) and then a solution of propargyl bromide, dissolved as an 80% weight solution in xylene (3.36 mL, 30 mmol). The reaction mixture was heated at reflux for 6 hours. To the mixture was added 10% citric acid (2.5 mL) and the solvent was removed under vacuum. The residue was extracted with ethyl acetate (3×15 mL) and the combined organic layers were washed with saturated NaCl solution (10 mL), dried over MgSO4 and concentrated to give the 3-propargyloxybenzyl alcohol.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08012931B2uspto-grants-2011_09