Ethyl 2-bromooctanoate → Ethyl octanoate

HRID 1764131

Reaktionsgleichung

Reaktionsgleichung von HRID 1764131
[Na].C1(C2C=CC(O)=CC=2)CCCCCCC=1.[CH2:17]([O:19][C:20](=[O:29])[CH:21](Br)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH3:18]>C(O)C>[CH2:17]([O:19][C:20](=[O:29])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH3:18]

Komponenten

5

Edukt 3

HCID 95580Ethyl 2-bromooctanoateHCID 5360545SodiumHCID 53964233p-(1-Cyclooctenyl)-phenol

Produkt 1

HCID 7799Ethyl octanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To 2.1 g of sodium in 150 ml of absolute ethanol are added with stirring 15 g of p-(1-cyclooctenyl)-phenol. After stirring has continued for a further 30 minutes, 30 g of 2-bromo-octanoic acid ethyl ester are slowly added dropwise to this solution and the mixture is maintained at 50° C for 24 hours. After the solvent has been removed in vacuo the residue is partitioned at 0° C between ether and 2N sodium hydroxide solutuion. The organic phase is washed until neutral, dried over sodium sulphate and evaporated in vacuo, to thus yield the oily α-[p-cyclooctenyl)-phenoxy]-octanoic acid ethyl ester of the formula ##STR9##

Aufarbeitung

  1. customAfter the solvent has been removed in vacuo the residue
  2. customis partitioned at 0° C between ether and 2N sodium hydroxide solutuion
  3. washThe organic phase is washed until neutral,
  4. dry with materialdried over sodium sulphate
  5. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-afed50833532465593cb9c51a13384ba
Quelldatensatz
uspto-grants-1978_09
Patentnummer
US04115416

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