Sodium Hydroxide → 2-[p-(1-Cyclooctenyl)-phenoxy]-heptanoic acid

HRID 1764130

Reaktionsgleichung

Reaktionsgleichung von HRID 1764130
C([O:3][C:4](=[O:26])[CH:5]([O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH:19]=2)=[CH:14][CH:13]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])C.[OH-].[Na+]>C(O)C>[C:18]1([C:15]2[CH:14]=[CH:13][C:12]([O:11][CH:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[C:4]([OH:26])=[O:3])=[CH:17][CH:16]=2)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH:19]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 54549182alpha-[p-(1-Cyclooctenyl)-phenoxy]-heptanoic acid ethyl ester

Produkt 1

HCID 542723602-[p-(1-Cyclooctenyl)-phenoxy]-heptanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To 33 g of α-[p-(1-cyclooctenyl)-phenoxy]-heptanoic acid ethyl ester in 120 ml of ethanol are added 120 ml of 2N sodium hydroxide solutuion and the mixture is stirred for 11/2 hours at room temperature. The reaction mixture is then evaporated to dryness in vacuo and the residue partitioned between N hydrochloric acid and ether. The organic phase is washed until neutral, dried over sodium sulphate and evaporated to dryness in vacuo. The residue is crystallised from pentane to yield the 2-[p-(1-cyclooctenyl)-phenoxy]-heptanoic acid of the formula ##STR8## (m.p. 57°-60° C; b.p. 0.04 185°-188° C.

Aufarbeitung

  1. customThe reaction mixture is then evaporated to dryness in vacuo
  2. customthe residue partitioned between N hydrochloric acid and ether
  3. washThe organic phase is washed until neutral,
  4. dry with materialdried over sodium sulphate
  5. customevaporated to dryness in vacuo
  6. customThe residue is crystallised from pentane

Quellen und Nachweise

ORD-Eintrag
ord-59a83047f9844651896f37969df9d72b
Quelldatensatz
uspto-grants-1978_09
Patentnummer
US04115416

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