تفاعل #2389077

ord-c847674200be4e1bba461e7f93b851ad

معادلة التفاعل

Cl
hydrochloric acid
COc1ccc2cc(C(C)=O)ccc2c1Br
2-acetyl-5-bromo-6-methoxynaphthalene
CCCCOC(C)=O
n-butyl acetate
C[O-].[Na+]
sodium methoxide
COc1ccc2cc(C(O)=CC(C)=O)ccc2c1Br
product
COc1ccc2cc(C(O)=CC(C)=O)ccc2c1Br
4-(5-Bromo-6-methoxy-2-naphthyl)-4-hydroxybut-3-en-2-one

المذيبات

ظروف التفاعل

درجة الحرارة
65°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىequipped with refrigerator and stirrer
  2. 2
    workup.ADDITIONare added
  3. 3
    أخرىgoes up to 25° C.
  4. 4
    درجة الحرارةThe reaction mixture is then cooled to 0°÷5° C.
  5. 5
    workup.WAITkept at this temperature for one hour
  6. 6
    ترشيحThe solid is filtered
  7. 7
    غسيلabundantly washed with water on the filter
  8. 8
    غسيلwashed with butyl acetate
  9. 9
    أخرىdried in oven under vacuum

الإجراء التجريبي

50 Grams (0.179 moles) of 2-acetyl-5-bromo-6-methoxynaphthalene and 200 ml of n-butyl acetate are placed in a flask equipped with refrigerator and stirrer and, under stirring and at the temperature of 15° C., 14.5 g (0.268 moles) of sodium methoxide are added. The temperature of the reaction mixture goes up to 25° C. and is kept at this value for 30 minutes, then the mixture is warmed at 65° C. for one hour, is added with 100 ml of water and is brought to pH 4 by adding a concentrated aqueous solution of hydrochloric acid. The reaction mixture is then cooled to 0°÷5° C. and kept at this temperature for one hour. The solid is filtered, abundantly washed with water on the filter, then washed with butyl acetate and dried in oven under vacuum obtaining 53 g of product with a yield equal to 92%.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE037813E1uspto-grants-2002_08