Dimethylformamide → 1-Cyclopropylpiperidine-4-carbonyl chloride

HRID 1523719

Reaktionsgleichung

Reaktionsgleichung von HRID 1523719
[CH:1]1([N:4]2[CH2:9][CH2:8][CH:7]([C:10]([OH:12])=O)[CH2:6][CH2:5]2)[CH2:3][CH2:2]1.CN(C)C=O.C(Cl)(=O)C([Cl:21])=O>ClCCl>[CH:1]1([N:4]2[CH2:9][CH2:8][CH:7]([C:10]([Cl:21])=[O:12])[CH2:6][CH2:5]2)[CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 162440131-CYCLOPROPylpiPERIDINE-4-CARBOXYLIC ACID

Produkt 1

HCID 867249091-Cyclopropylpiperidine-4-carbonyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a stirred mixture of 1-cyclopropyl piperidine-4-carboxylic acid (10.0 grams, 48.6 mmol, obtained in above step) in dichloromethane (198 mL) cooled at 0° C. was added dry dimethyl formamide (2 mL) followed by drop wise addition of oxalyl chloride (12.5 mL, 145.8 mmol). The reaction mixture was gradually warmed to room temperature and stirred for 1 hour. The volatiles were removed under reduced pressure and the crude 1-cyclopropyl piperidine-4-carbonyl chloride (11.0 grams). This crude product was used in the next reaction without purification.

Aufarbeitung

  1. temperatureThe reaction mixture was gradually warmed to room temperature
  2. customThe volatiles were removed under reduced pressure
  3. customThis crude product was used in the next reaction without purification

Quellen und Nachweise

ORD-Eintrag
ord-bbe0d73af82945a4809fddec6b1d506f
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09079894B2

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