Sulfuryl chloride → 4-Chloro-5,6,7,8-tetrahydronaphthalen-1-ol

HRID 1076871

Reaktionsgleichung

Reaktionsgleichung von HRID 1076871
[C:1]1([OH:11])[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:15])(=O)=O>C(Cl)(Cl)(Cl)Cl>[Cl:15][C:4]1[C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]=2[C:1]([OH:11])=[CH:2][CH:3]=1

Komponenten

4

Edukt 2

HCID 24648Sulfuryl chlorideHCID 682585,6,7,8-Tetrahydro-1-naphthol

Produkt 1

HCID 202033334-Chloro-5,6,7,8-tetrahydronaphthalen-1-olAusbeute 17,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A solution of 37 grams (0.25 mole) of 5,6,7,8-tetrahydronaphthol in 200 ml of carbon tetrachloride was treated dropwise with stirring with 33.8 grams (0.25 mole) of sulfuryl chloride at room temperature. When addition was complete the reaction mixture slowly brought to boiling over a 1 hour period and held there at reflux for 30 minutes. After cooling to ambient temperature the reaction mixture was washed with 10 percent aqueous sodium carbonate and then with water. After drying over calcium chloride the carbon tetrachloride solution was distilled to give a portion, b.p. 110-112/0.25 mm, which was recrystallized from hexane to give 8 grams (17.5 percent) of product, m.p. 58°-59°C.

Aufarbeitung

  1. additionWhen addition
  2. temperatureat reflux for 30 minutes
  3. washwas washed with 10 percent aqueous sodium carbonate
  4. dry with materialAfter drying over calcium chloride the carbon tetrachloride solution
  5. distillationwas distilled
  6. customto give a portion
  7. custom110-112/0.25 mm, which was recrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-08e7a9c04ba34703be6b3f2656ea7360
Quelldatensatz
uspto-grants-1976_05
Patentnummer
US03958006

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