Sodium Hydroxide → (6-Ethoxy-benzofuran-3-yl)-methanol

HRID 1804790Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1804790
[H-].[H-].[H-].[H-].[Li+].[Al+3].C([O:9][C:10]([C:12]1[C:16]2[CH:17]=[CH:18][C:19]([O:21][CH2:22][CH3:23])=[CH:20][C:15]=2[O:14][CH:13]=1)=O)C.[OH-].[Na+]>C1COCC1>[CH2:22]([O:21][C:19]1[CH:18]=[CH:17][C:16]2[C:12]([CH2:10][OH:9])=[CH:13][O:14][C:15]=2[CH:20]=1)[CH3:23]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 673618076-Ethoxy-benzofuran-3-carboxylic acid ethyl ester

Produkt 1

HCID 67360905(6-Ethoxy-benzofuran-3-yl)-methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel3×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

1M LiAlH4-solution in THF (47.6 ml, 47.6 mmol) is diluted with 200 ml of THF and cooled to 0° C. 6-Ethoxy-benzofuran-3-carboxylic acid ethyl ester (27a) (5.6 g, 23.8 mmol) is dissolved in 100 ml of THF and added drop wise within 30 min. After completed addition the mixture is allowed to stir at 0° C. for 2 h. Then the reaction mixture is cooled to −15° C. and 10 ml of a 1M NaOH solution is added very slowly. Then the mixture is filtrated over celite, washed with THF and evaporated under reduced pressure.

Aufarbeitung

  1. additionadded drop wise within 30 min
  2. additionaddition the mixture
  3. temperatureThen the reaction mixture is cooled to −15° C.
  4. filtrationThen the mixture is filtrated over celite
  5. washwashed with THF
  6. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-04a5e50fb54a403ea26e168d592447c7
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08354431B2

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