Carbon Dioxide → HCID 22459178, Verbindung

HRID 2184989Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2184989
[CH3:1][O:2][C:3]1[C:16]2[O:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH2:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.C([N-]C(C)C)(C)C.[Li+].C(=O)=O.COC1C2OC3C(=CC=CC=3)C(C(O)=O)C=2C=CC=1.C(Cl)(=O)[C:48]([Cl:50])=[O:49]>O1CCCC1.C1(C)C=CC=CC=1.CN(C=O)C>[CH3:1][O:2][C:3]1[C:16]2[O:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:8]([C:48]([Cl:50])=[O:49])[C:7]=2[CH:6]=[CH:5][CH:4]=1

Komponenten

8

Edukt 5

HCID 280Carbon DioxideHCID 65578Oxalyl chlorideHCID 2724682Lithium diisopropylamideHCID 125543394-Methoxy-9H-xantheneHCID 22459180HCID 22459180, Verbindung

Produkt 1

HCID 22459178HCID 22459178, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 21735183Dimethylformamide tolueneLösungsmittel

Versuchsvorschrift

(RS)-4-Methoxy-9H-xanthene-9-carbonyl chloride was prepared according to general methods described in WO 9706178. 4-Methoxy-xanthene [J.Med.Chem., 32(10), 2357(1989)] was deprotonated with lithium diisopropylamide in tetrahydrofuran followed by treatment with carbon dioxide. The resulting (RS)-4-methoxy-9H-xanthene-9-carboxylic acid (white solid and MS: m/e=256.0 (M+)) was chlorinated with oxalyl chloride in toluene/DMF and yielded after evaporation of the reagent and solvents, the crude acid chloride, which was directly used without further purification.

Aufarbeitung

  1. customyielded
  2. customafter evaporation of the reagent and solvents
  3. customthe crude acid chloride, which was directly used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-cf85ecd894d449fa84316210d753f08b
Quelldatensatz
uspto-grants-2002_06
Patentnummer
US06399641B1

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