Acetic Acid → Phenol, 2-bromo-4-propyl-

HRID 1277852Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1277852
[CH2:1]([C:4]1[CH:9]=[CH:8][CH:7]=C[C:5]=1O)[CH2:2]C.[Br:11]Br.[C:13]([OH:16])(=O)[CH3:14]>>[Br:11][C:2]1[CH:1]=[C:4]([CH2:9][CH2:8][CH3:7])[CH:5]=[CH:14][C:13]=1[OH:16]

Komponenten

4

Edukt 3

HCID 176Acetic Acid2×HCID 125702-PropylphenolHCID 24408Bromine

Produkt 1

HCID 18795377Phenol, 2-bromo-4-propyl-

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Following step (4) of the reaction system, 20.5 g (0.15 mol) of a commercial grade n-propylphenol was dissolved in 100 ml of glacial acetic acid and heated to 40° C. with 24.5 g (0.153 mol) of bromine dissolved in 50 ml of glacial acetic acid. The mixture was stirred and heated at 60° C. for 4 hours. After the reaction was complete, the acetic acid was removed by distillation and the remaining liquid was distilled under reduced pressure to yield 2 mmHg of 2-bromo-4-n-propylphenol having a boiling point of 73° to 76° C. The 2-bromo-4-n-propylphenol was cyanized in accordance with step (5) as in Example 1 to yield 2 mmHg of 2-cyano-4-n-propylphenol (hereinafter referred to as material G) having a boiling point of 110° C. Materials F and G are esterified in accordance with step (6) as in Example 1 to yield the desired (2'-cyano-4'-propyl) phenol-3-chloro-4-n-heptyloxybenzoate. The benzoate had a melting point of 43.5° C. and an infrared absorption spectrum as illustrated in FIG. 10.

Aufarbeitung

  1. customthe acetic acid was removed by distillation
  2. distillationthe remaining liquid was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-36738ffc8b0b418891bb3b71718e3585
Quelldatensatz
uspto-grants-1981_07
Patentnummer
US04279771

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