Oxalyl chloride → 2-(6-Methoxynaphthalen-2-yl)propanoyl chloride

HRID 844513Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 844513
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C@H:13]([CH3:17])[C:14](O)=[O:15])[CH:7]=[CH:6]2.C(Cl)(=O)C([Cl:21])=O>CN(C=O)C.C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C@H:13]([CH3:17])[C:14]([Cl:21])=[O:15])[CH:7]=[CH:6]2

Komponenten

5

Edukt 2

HCID 65578Oxalyl chlorideHCID 156391Naproxen

Produkt 1

HCID 54916922-(6-Methoxynaphthalen-2-yl)propanoyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of (S)-6-methoxy-α-methyl-2-naphthaleneacetic acid (23.09 g) and THF (41 mL) is agitated until dissolution is achieved. Oxalyl chloride (17.5 mL) is added to the flask followed by DMF (3 drops) and heptanes (50 mL). The mixture is stirred for approximately 2 hours. The resulting slurry is filtered, washed with heptane (15 mL) and aspirated for 3 minutes and vacuum dried to give 17.44 g.

Aufarbeitung

  1. stirringThe mixture is stirred for approximately 2 hours
  2. filtrationThe resulting slurry is filtered
  3. washwashed with heptane (15 mL)
  4. customvacuum dried
  5. customto give 17.44 g

Quellen und Nachweise

ORD-Eintrag
ord-1b9ecbecac02427fbba42a1a7b4a338d
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06380388B1

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