Water → HCID 13519498, Verbindung

HRID 280142Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 280142
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][C:9]2=[O:12])=[CH:4][CH:3]=1.C[O-].[Na+].Br[CH2:17][CH2:18][CH2:19][N:20]1[C:24](=[O:25])[C:23]2=[CH:26][CH:27]=[CH:28][CH:29]=[C:22]2[C:21]1=[O:30].O>CN(C)C=O>[C:21]1(=[O:30])[N:20]([CH2:19][CH2:18][CH2:17][O:1][C:2]2[CH:11]=[C:10]3[C:5]([CH2:6][CH2:7][CH2:8][C:9]3=[O:12])=[CH:4][CH:3]=2)[C:24](=[O:25])[C:23]2=[CH:26][CH:27]=[CH:28][CH:29]=[C:22]12

Komponenten

6

Edukt 4

HCID 962WaterHCID 21611N-3-BromopropylphthalimideHCID 5718187-hydroxy-3,4-dihydro-2H-naphthalen-1-oneHCID 10942334Sodium Methoxide

Produkt 1

HCID 13519498HCID 13519498, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

7-Hydroxy-1-tetralone (33.3 g) is dissolved in dimethylformamide (325 ml) and the mixture is cooled in an ice bath. Sodium methoxide (11.07 g) is added to the mixture. After the mixture is stirred for 3 min., N-(3-bromopropyl)phthalimide (54.96 g) is added to the mixture; stirring is continued and the reaction mixture stirred overnight. The resulting mixture is poured into H2O (650 ml), stirred for 1 hour, filtered, washed with H2O and air dried. The resulting fluffy near-white solid (62.8 g) is crystallized from ethyl acetate to give the desired product, a fluffy white solid (M.P. 149°-150° C.)

Aufarbeitung

  1. temperaturethe mixture is cooled in an ice bath
  2. stirringstirring
  3. stirringthe reaction mixture stirred overnight
  4. stirringstirred for 1 hour
  5. filtrationfiltered
  6. washwashed with H2O and air
  7. customdried
  8. customThe resulting fluffy near-white solid (62.8 g) is crystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-64b00036f00c41938961949f3d284e48
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04588719

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