تفاعل #50779

ord-c67edfe10f0c42c1817b3ec1f6f83abd

معادلة التفاعل

Cl
hydrochloric acid
O=C(O)C(O)c1ccc(O)cc1
4-hydroxymandelic acid
[Na]
sodium
C1CO1
ethylene oxide
O=C(O)C(O)c1ccc(OCCO)cc1
4-(2-hydroxyethoxy)mandelic acid
المردود 89.3%

المذيبات

ظروف التفاعل

درجة الحرارة
95°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGstirred at this temperature for another 2 hours
  2. 2
    workup.ADDITIONThe still hot reaction mixture is poured into another vessel
  3. 3
    أخرىcrystallized
  4. 4
    درجة الحرارةby slow cooling to about +10° C
  5. 5
    ترشيحThe precipitated product is filtered with 1000 ml of cold water
  6. 6
    أخرىdried

الإجراء التجريبي

1040.8 g (5.00 mol) of 4-hydroxymandelic acid, sodium salt monohydrate, 10.0 g (0.25 mol) of sodium hydroxide and 1000 ml of water are placed in an autoclave of 6.3 liter capacity. The autoclave is flushed with nitrogen and 330.4 g (7.50 mol) of ethylene oxide are then injected. The contents are slowly heated to 95° C. over a period of 2 hours with stirring and stirred at this temperature for another 2 hours. The still hot reaction mixture is poured into another vessel, acidified at 95° C. with 540 ml (about 5.5 mol) of 32% hydrochloric acid and crystallized by slow cooling to about +10° C. The precipitated product is filtered with 1000 ml of cold water and dried to give 948 g (89%) of 4-(2-hydroxyethoxy)mandelic acid, m.p. 162°-164° C. (compound (201), Table 2).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05428162uspto-grants-1995_06