Benzene → 4-Ethyl-7-methyl-benzo[b]thiophen-5-ol

HRID 2266171Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2266171
[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.C1C=CC=CC=1.O.C1(C)C=CC(S(O)(=O)=O)=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 3

HCID 241BenzeneHCID 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 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

5-Thiophen-3-yl-heptane-2,4-dione (410 mg, 2 mmol) was dissolved inin 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 diethy 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-03d909ab71b14110ab975762b23fbdfe
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07858632B2

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