2-(4-Fluorophenyl)acetic acid → 7-Methoxy-1,2,3,4-tetrahydronaphthalen-1-ol

HRID 1790490Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1790490
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9][CH:10]2N2CCNCC2)=[CH:5][CH:4]=1.FC1C=CC(CC(O)=[O:28])=CC=1.S(Cl)(Cl)=O>C(Cl)Cl>[OH:28][CH:10]1[C:11]2[C:6](=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=2)[CH2:7][CH2:8][CH2:9]1

Komponenten

5

Edukt 3

HCID 98372-(4-Fluorophenyl)acetic acidHCID 24386Thionyl ChlorideHCID 14601169(7-Methoxytetralin-1-yl)piperazine

Produkt 1

HCID 122431977-Methoxy-1,2,3,4-tetrahydronaphthalen-1-olAusbeute 129 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

7-Methoxy-1-(piperazin-1-yl)-1,2,3,4-tetrahydronaphthalene (0.6 g) was reacted in methylene chloride for 2 hr with an acid chloride prepared from 4-fluorophenylacetic acid (0.44 g) and thionyl chloride (0.21 ml) Then the liquid reaction mixture was partitioned between methylene chloride and water, extracted with methylene chloride, dried and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (toluene/acetone system) to give the title compound (0.56 g) as an oil. (280-5) 1-{4-[2-(4-Fluorophenyl)ethyl]piperdin-1-yl}-7-methoxy-1,2,3,4-tetrahydronaphthalene

Aufarbeitung

  1. customthe liquid reaction mixture
  2. customwas partitioned between methylene chloride and water
  3. extractionextracted with methylene chloride
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue was purified by silica gel column chromatography (toluene/acetone system)

Quellen und Nachweise

ORD-Eintrag
ord-ad822638d79f4e5b8be7ef4382902fdb
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07071201B2

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