Triethylamine → HCID 19707506, Verbindung

HRID 726748

Reaktionsgleichung

Reaktionsgleichung von HRID 726748
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][C:15]=2[O:16][CH3:17])[CH2:10][CH2:11][NH2:12])[CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:25][O:26][CH2:27][C:28](Cl)=[O:29]>O1CCCC1>[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH2:10][CH2:11][NH:12][C:28](=[O:29])[CH2:27][O:26][CH3:25])[CH:13]=[CH:14][C:15]=2[O:16][CH3:17])[CH2:2][CH2:3][CH2:4][CH2:5]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 96623Methoxyacetyl chlorideHCID 112763943-Cyclopentyloxy-4-methoxyphenethylamine

Produkt 1

HCID 19707506HCID 19707506, VerbindungAusbeute 38,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 3-cyclopentyloxy-4-methoxyphenethylamine (0.2 g, 0.85 mmol) in tetrahydrofuran (6 mL) was cooled to 0° C. and was treated with triethylamine (0.13 mL, 0.92 mmol) and methoxyacetyl chloride (0.078 mL, 0.85 mmol). The reaction was stirred under an argon atmosphere for 0.25 h, then was partitioned between methylene chloride and water. The extract was dried (potassium carbonate) and evaporated. Purification by flash chromatography, eluting with 5% methanol/chloroform, provided an oil; additional 0.1 g of impure product also obtained).

Aufarbeitung

  1. customwas partitioned between methylene chloride and water
  2. dry with materialThe extract was dried (potassium carbonate)
  3. customevaporated
  4. customPurification by flash chromatography
  5. washeluting with 5% methanol/chloroform
  6. customprovided an oil

Quellen und Nachweise

ORD-Eintrag
ord-91f4cebc236d47f8883b51e796df83af
Quelldatensatz
uspto-grants-1998_01
Patentnummer
US05710180

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