Sodium Hydroxide → HCID 53929886, Verbindung

HRID 274082Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 274082
C([O:4][C@@H:5]1[CH2:11][CH2:10][CH2:9][C:8]2[CH:12]=[CH:13][C:14]([O:16][CH3:17])=[CH:15][C:7]=2[CH2:6]1)(=O)C.[OH-].[Na+]>CO.O>[CH3:17][O:16][C:14]1[CH:13]=[CH:12][C:8]2[CH2:9][CH2:10][CH2:11][C@@H:5]([OH:4])[CH2:6][C:7]=2[CH:15]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 53866555HCID 53866555, Verbindung

Produkt 1

HCID 53929886HCID 53929886, VerbindungAusbeute 97,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of (R)-3-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl acetate (136 g) in methanol (1.36 l) was added dropwise a solution of sodium hydroxide (46.4 g) in water (232 ml) at ambient temperature. The reaction mixture was stirred for 1 hour and evaporated in vacuo. The residue was partitioned between ethyl acetate (1.1 l) and brine (550 ml). The organic layer was washed with 1N hydrochloric acid solution (550 ml), 1N aqueous sodium hydroxide solution (550 ml), and brine (550 ml), dried over magnesium sulfate, and evaporated in vacuo to give (R)-3-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-ol (108.96 g) as a white powder.

Aufarbeitung

  1. customevaporated in vacuo
  2. customThe residue was partitioned between ethyl acetate (1.1 l) and brine (550 ml)
  3. washThe organic layer was washed with 1N hydrochloric acid solution (550 ml), 1N aqueous sodium hydroxide solution (550 ml), and brine (550 ml)
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3c6f7a1f01b6413a98dd619ea1b16fd8
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05387710

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