Acetic Acid → Methyl 4-(4-acetyl-8-hydroxytridecyl)benzoate

HRID 1391175Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1391175
[N+](=C)=[N-].[C:4]([CH:7]([CH2:20][CH2:21][CH2:22][CH:23]([OH:29])[CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:8][CH2:9][CH2:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=1)(=[O:6])[CH3:5].[C:30](O)(=O)C>CCOCC>[C:4]([CH:7]([CH2:20][CH2:21][CH2:22][CH:23]([OH:29])[CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[CH2:8][CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][C:14]([C:15]([O:17][CH3:30])=[O:16])=[CH:18][CH:19]=1)(=[O:6])[CH3:5]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 9550DiazomethaneHCID 203860504-(4-Acetyl-8-hydroxytridecyl)benzoic acid

Produkt 1

HCID 20386072Methyl 4-(4-acetyl-8-hydroxytridecyl)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

A solution of diazomethane (approximately 2.5 g., 0.06 mole) in ether (100 ml.) is mixed with a solution of 4-(4-acetyl-8-hydroxytridecyl)benzoic acid (10.8 g., 0.03 mole) in ether (50 ml.). The resulting solution is allowed to stand 4 hours at room temperature. Acetic acid is then added to destroy the excess diazomethane and the solution is washed with dilute sodium bicarbonate solution and water and dried over sodium sulfate. Evaporation of volatile materials at reduced pressure yields methyl 4-(4-acetyl-8-hydroxytridecyl)benzoate, a colorless viscous oil.

Aufarbeitung

  1. customto destroy the excess diazomethane
  2. washthe solution is washed with dilute sodium bicarbonate solution and water
  3. dry with materialdried over sodium sulfate
  4. customEvaporation of volatile materials at reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-83197c821b1343e3961f39fa08eca0e6
Quelldatensatz
uspto-grants-1979_02
Patentnummer
US04140861

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