Reaktion #84197

ord-eccf99f572274037baf1114c2e33265b

Reaktionsgleichung

CCC(O)Br
bromopropanol
[Na+].[OH-]
NaOH
O=C(O)c1ccc(O)cc1
4-hydroxybenzoic acid
O=C(O)c1ccc(OCCCO)cc1
4-(3-hydroxypropoxy)benzoic acid

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGAfter stirring for 30 minutes
  2. 2
    workup.ADDITIONwas dropped
  3. 3
    Sonstigereacted for 24 hours
  4. 4
    Sonstigeafter elevating to 80° C
  5. 5
    SonstigeA solvent was removed from a reaction product and hydrochloric acid-treatment

Vorschrift

An aqueous solution of NaOH (1 mol) and KI (0.05 mmol) was added to a solution of 4-hydroxybenzoic acid (0.5 mmol) and 400 mL EtOH solution under a nitrogen atmosphere and stirred. After stirring for 30 minutes, an EtOH solution including bromopropanol (0.55 mmol) was dropped thereinto, and then, reacted for 24 hours after elevating to 80° C. A solvent was removed from a reaction product and hydrochloric acid-treatment was carried out. A solid phase was isolated through filteration, and 4-(3-hydroxypropoxy)benzoic acid as a compound of Formula 4 was synthesized.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09434682B2uspto-grants-2016_09