Water → 2-[1-(3-Methoxybenzoyl)piperidin-4-yl]ethanol

HRID 54550

Reaktionsgleichung

Reaktionsgleichung von HRID 54550
[OH:1][CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.C(N(CC)CC)C.[CH3:17][O:18][C:19]1[CH:20]=[C:21]([CH:25]=[CH:26][CH:27]=1)[C:22](Cl)=[O:23].O>C(Cl)Cl>[CH3:17][O:18][C:19]1[CH:20]=[C:21]([CH:25]=[CH:26][CH:27]=1)[C:22]([N:7]1[CH2:8][CH2:9][CH:4]([CH2:3][CH2:2][OH:1])[CH2:5][CH2:6]1)=[O:23]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 739534-PiperidineethanolHCID 74374m-Anisoyl chloride

Produkt 1

HCID 199591682-[1-(3-Methoxybenzoyl)piperidin-4-yl]ethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a mixture of 4-(2-hydroxyethyl)piperidine (5.0 g) and triethylamine (5.39 ml) in methylene chloride (50 ml) was added dropwise a solution of 3-methoxybenzoyl chloride (5.44 ml) in methylene chloride (15 ml) at 0° C. After stirring at ambient temperature for 1 hour, the mixture was poured into water and extracted with ethyl acetate. The extract was washed with water and brine, and dried over magnesium sulfate, and evaporated in vacuo. The residue was chromatographed on silica eluting with chloroform and the fractions containing the object product were collected and evaporated to give 2-[1-(3-methoxybenzoyl)piperidin-4-yl]ethanol (9.6 g) as an oil.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residue was chromatographed on silica eluting with chloroform
  6. additionthe fractions containing the object product
  7. customwere collected
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-acddf5e7728249bc8a7f2cb00ab35d79
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05622976

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