Hydrochloric Acid → 1,4-Dihydro-2-phenylsulfony-1,4-ethanonaphthalene

HRID 10153Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 10153
Cl[CH:2]1[CH:11]([S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:14])=[O:13])[CH:10]2[CH2:21][CH2:22][CH:3]1[C:4]1[C:9]2=[CH:8][CH:7]=[CH:6][CH:5]=1.C1CCN2C(=NCCC2)CC1.Cl>C1COCC1>[C:15]1([S:12]([C:11]2[CH:10]3[CH2:21][CH2:22][CH:3]([CH:2]=2)[C:4]2[C:9]3=[CH:8][CH:7]=[CH:6][CH:5]=2)(=[O:14])=[O:13])[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 219779272-Chloro-1,2,3,4-tetrahydro-3-phenylsulfonyl-1,4-ethanonaphthalene

Produkt 1

HCID 219779221,4-Dihydro-2-phenylsulfony-1,4-ethanonaphthaleneAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 0.3 g (0.91 mmol) of the obtained 2-chloro-1,2,3,4-tetrahydro-3-phenylsulfonyl-1,4-ethanonaphthalene and 15 ml of anhydrous THF was cooled to 0° C., added with 2.5 ml of 1,8-diazabicyclo[5.4.0]-7-undecene and stirred for 30 minutes. The solution is then added with a dilute hydrochloric acid solution, extracted with chloroform, washed with distilled water, an aqueous saturated sodium bicarbonate solution and saturated saline and dried with anhydrous sodium sulfate. The product was purified with silica gel column chromatography (chloroform) to obtain 1,4-dihydro-2-phenylsulfony-1,4-ethanonaphthalene (0.264 g, 0.89 mmol, yield: 98%).

Aufarbeitung

  1. extractionextracted with chloroform
  2. washwashed with distilled water
  3. dry with materialan aqueous saturated sodium bicarbonate solution and saturated saline and dried with anhydrous sodium sulfate
  4. customThe product was purified with silica gel column chromatography (chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-30dde6a9126b43dba9aa60452e83156e
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07094625B2

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