Ammonium Chloride → 2-(3-(Diethoxymethyl)phenyl)ethanol

HRID 471010Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 471010
[Cl-].[NH4+].[OH:3][CH2:4][CH2:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)C=O.C(O[CH:17]([O:21][CH2:22][CH3:23])[O:18][CH2:19][CH3:20])C>CCO>[CH2:22]([O:21][CH:17]([O:18][CH2:19][CH3:20])[C:12]1[CH:13]=[C:6]([CH2:5][CH2:4][OH:3])[CH:7]=[CH:8][CH:11]=1)[CH3:23]

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 31214Ethyl orthoformateHCID 184247323-(2-Hydroxyethyl)benzaldehyde

Produkt 1

HCID 579893032-(3-(Diethoxymethyl)phenyl)ethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Ammonium chloride (0.08 g) was added to a solution of 3-(2-hydroxyethyl)benzaldehyde (example 20, step b) (0.45 g) and triethoxymethane (0.55 g) in EtOH (8 mL) and the reaction mixture heated at 70° C. for 3 h. After cooling, the reaction mixture was partitioned between ethyl acetate and saturated sodium bicarbonate solution. The ethyl acetate solution was dried over sodium sulphate, filtered and evaporated in vacuo to give the subtitled compound as a gum. Yield 0.24 g.

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe reaction mixture was partitioned between ethyl acetate and saturated sodium bicarbonate solution
  3. dry with materialThe ethyl acetate solution was dried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b816f858efe1483ab26803c83b8914fe
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08629271B2

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