Dichloromethane → 4-Acetoxy-2-naphthoic acid

HRID 614572Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 614572
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](C(O)=O)=[CH:4][CH:3]=1.C(Cl)Cl.[C:18](OC(=O)C)(=[O:20])[CH3:19].[C:25]([O:28]C(O)=O)(=[O:27])C>C(N(CC)CC)C.O1CCCC1>[C:18]([O:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]([C:25]([OH:28])=[O:27])[CH:3]=1)(=[O:20])[CH3:19]

Komponenten

7

Edukt 4

HCID 6344DichloromethaneHCID 7918Acetic AnhydrideHCID 3442911-Hydroxy-4-naphthoic acidHCID 17769302Acetoxy carboxylic acid

Produkt 1

HCID 200745924-Acetoxy-2-naphthoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

To a suspension of 2.3 g. of 4-hydroxy-1-naphthoic acid in 100 ml. of methylene chloride and 100 ml. of tetrahydrofuran, a mixture of 1.5 g. of triethylamine, 1.6 g. of 4-N-dimethylaminopyridine and 1.5 g. of acetic anhydride is added. The reaction mixture is heated at 50° for one hour. The solution is extracted with ethyl acetate, the organic layer washed with water and dilute hydrochloride acid and evaporated to dryness to yield 2.1 g. of the acetoxy carboxylic acid.

Aufarbeitung

  1. additionTo a suspension of 2.3 g
  2. temperatureThe reaction mixture is heated at 50° for one hour
  3. extractionThe solution is extracted with ethyl acetate
  4. washthe organic layer washed with water and dilute hydrochloride acid
  5. customevaporated to dryness
  6. customto yield 2.1 g

Quellen und Nachweise

ORD-Eintrag
ord-d13c83f37c464df289808309d006fe33
Quelldatensatz
uspto-grants-1979_03
Patentnummer
US04145443

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