Sodium Hydroxide → HCID 22012324, Verbindung

HRID 1533255Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1533255
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]([CH:20]([CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1)[OH:21])[C:16]([O:18]C)=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]([CH:20]([CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1)[OH:21])[C:16]([OH:18])=[O:17])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 86756555methyl (2RS,3RS)-2-(2-benzyloxyphenyl)-3-cyclohexyl-3-hydroxypropionate

Produkt 1

HCID 22012324HCID 22012324, VerbindungAusbeute 66,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of methyl (2RS,3SR)-2-(2-benzyloxyphenyl)-3-cyclohexyl-3-hydroxypropionate (500 mg) in ethanol (10 ml) was added a 1N aqueous solution of sodium hydroxide (5 ml). After being stirred for 24 hours the mixture was concentrated under reduced pressure. The residue was washed with diethyl ether and acidified by 1N aqueous hydrochloric acid solution. The separated oily product was extracted by ethyl acetate. The organic layer was washed with brine, dried and evaporated under reduced pressure to afford (2RS,3SR)-2-(2-benzyloxyphenyl)-3-cyclohexyl-3-hydroxypropionic acid (321 mg).

Aufarbeitung

  1. concentrationwas concentrated under reduced pressure
  2. washThe residue was washed with diethyl ether
  3. extractionThe separated oily product was extracted by ethyl acetate
  4. washThe organic layer was washed with brine
  5. customdried
  6. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c9c33b3e54e845f68b2caa7bd198e3ce
Quelldatensatz
uspto-grants-2001_03
Patentnummer
US06207686B1

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