p-Toluenesulfonic acid monohydrate → 4-Ethyl-7-methyl-benzo[b]thiophen-5-ol

HRID 1677343

Reaktionsgleichung

Reaktionsgleichung von HRID 1677343
[S:1]1[CH:5]=[CH:4][C:3]([CH:6]([CH2:13][CH3:14])[C:7](=[O:12])[CH2:8][C:9](=O)[CH3:10])=[CH:2]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1.C(OCC)C>[CH2:13]([C:6]1[C:3]2[CH:4]=[CH:5][S:1][C:2]=2[C:9]([CH3:10])=[CH:8][C:7]=1[OH:12])[CH3:14]

Komponenten

5

Edukt 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 595986385-Thiophen-3-yl-heptane-2,4-dione

Produkt 1

HCID 595987024-Ethyl-7-methyl-benzo[b]thiophen-5-ol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

5-Thiophen-3-yl-heptane-2,4-dione (410 mg, 2 mmol) was dissolved in in 15 ml benzene, and p-toluene sulfonic acid monohydrate (408 mg, 2 mmol) was added. The reaction mixture was heated to reflux for 30 min, cooled, diluted with diethyl ether, washed with saturated sodium bicarbonate, water, brine, and dried over magnesium sulfate. Concentration in vacuo 370 mg of 4-Ethyl-7-methyl-benzo[b]thiophen-5-ol, 98%, as a white solid.

Aufarbeitung

  1. additionwas added
  2. temperatureThe reaction mixture was heated
  3. temperatureto reflux for 30 min
  4. temperaturecooled
  5. washwashed with saturated sodium bicarbonate, water, brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationConcentration in vacuo 370 mg of 4-Ethyl-7-methyl-benzo[b]thiophen-5-ol, 98%

Quellen und Nachweise

ORD-Eintrag
ord-eb2931835ea04874a5996b769a3dd1d1
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08008313B2

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