Chlorosulfonic acid → HCID 21281606, Verbindung

HRID 414684

Reaktionsgleichung

Reaktionsgleichung von HRID 414684
[Cl:1][S:2]([OH:5])(=O)=[O:3].[OH:6][C:7]1[CH:8]=[CH:9][C:10]([CH3:17])=[C:11]2[C:15]=1[C:14](=[O:16])[CH2:13][CH2:12]2>C(Cl)(Cl)(Cl)Cl>[OH:6][C:7]1[C:8]([S:2]([Cl:1])(=[O:5])=[O:3])=[CH:9][C:10]([CH3:17])=[C:11]2[C:15]=1[C:14](=[O:16])[CH2:13][CH2:12]2

Komponenten

4

Edukt 2

HCID 24638Chlorosulfonic acidHCID 124362447-Hydroxy-4-methyl-1-indanone

Produkt 1

HCID 21281606HCID 21281606, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

Into a solution of 90 ml of chlorosulfonic acid in 150 ml of carbon tetrachloride was added 30 g of 7-hydroxy-4-methyl-1-indanone gradually under an ice-cooling condition. The carbon tetrachloride layer was removed by separation, and one liter of ice-water was added into the residual layer then the mixture was stirred vigorously. The solid matter precipitated was collected by filtration, then washed with water to obtain 8.7 g of 7-hydroxy-6-chlorosulfonyl-4-methyl-1-indanone. This product was added, without purified, to a solution consisting of 31.4 g of stannous chloride dihydrate and 100 ml of concentrated hydrochloric acid, and the mixture was stirred at a room temperature for 4 hours. The reaction mixture was poured into 500 ml of ice-water, the crystals precipitated were collected by filtration, washed with water, dried to obtain 7.86 g of 7-hydroxy-6-mercapto-4-methyl-1-indanone. Next, this product was suspended, without purified, in 100 ml of methanol, then to this suspension was added 3.9 ml of methyl iodide and a solution of 5.1 g of sodium bicarbonate in 20 ml of water, the whole mixture was stirred at a room temperature for 1 hour. The mixture was concentrated under a reduced pressure to remove the solvent to dryness. The residue was purified by means of a silica gel column chromatography (eluent: chloroform) and recrystallized from ethanol to obtain 1.52 g of 7-hydroxy-4-methyl-6-methylthio-1-indanone.

Aufarbeitung

  1. temperaturecooling condition
  2. customThe carbon tetrachloride layer was removed by separation, and one liter of ice-water
  3. additionwas added into the residual layer
  4. customThe solid matter precipitated
  5. filtrationwas collected by filtration
  6. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-ee4378ed482f4225aec302670aa1be6d
Quelldatensatz
uspto-grants-1988_12
Patentnummer
US04792628

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