Lithium Hydroxide → 2-{4-[4-Cyclopropyl-5-(cyclopropyl-methyl-amino)-8,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-phenyl}-propionic acid

HRID 1765874Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1765874
C[O:2][C:3](=[O:34])[CH:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]#[C:13][C:14]2[CH:23]=[C:22]([CH:24]3[CH2:26][CH2:25]3)[C:21]3[CH:20]([N:27]([CH:29]4[CH2:31][CH2:30]4)[CH3:28])[CH2:19][CH2:18][C:17]([CH3:33])([CH3:32])[C:16]=3[CH:15]=2)=[CH:8][CH:7]=1)[CH3:5].[OH-].[Li+].[Cl-].[NH4+]>CO.O1CCCC1>[CH:24]1([C:22]2[C:21]3[CH:20]([N:27]([CH:29]4[CH2:30][CH2:31]4)[CH3:28])[CH2:19][CH2:18][C:17]([CH3:32])([CH3:33])[C:16]=3[CH:15]=[C:14]([C:13]#[C:12][C:9]3[CH:8]=[CH:7][C:6]([CH:4]([CH3:5])[C:3]([OH:34])=[O:2])=[CH:11][CH:10]=3)[CH:23]=2)[CH2:26][CH2:25]1

Komponenten

6

Edukt 3

HCID 3939Lithium HydroxideHCID 25517Ammonium ChlorideHCID 69076829HCID 69076829, Verbindung2×

Produkt 1

HCID 112592692-{4-[4-Cyclopropyl-5-(cyclopropyl-methyl-amino)-8,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-phenyl}-propionic acidAusbeute 99,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 2-{4-[4-cyclopropyl-5-(cyclopropyl-methyl-amino)-8,8-dimethyl-5,6,7,8-tetrahydro-naphthalen-2-ylethynyl]-phenyl}-propionic acid methyl ester (Intermediate 165, 0.075 g, 0.16 mmol) in methanol (2 mL) and tetrahydrofuran (2 mL) was treated with 2M lithium hydroxide (1 mL, 2 mmol) and the resulting reaction mixture was stirred at ambient temperature for 5 h. The reaction mixture was neutralized with ammonium chloride and extracted with ethyl acetate. The organic phase was washed with water and brine, and dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to afford the title product as a yellow solid (0.07 g, 96%).

Aufarbeitung

  1. customthe resulting reaction mixture
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e2b11f03bef047588302d9ac895ef197
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07226951B2

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