Potassium trimethylsilanolate → Potassium [(2S)-2-(3,5-difluorophenyl)-2,5,5-trimethyl-6-oxopiperidin-1-yl]acetate

HRID 1864924Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1864924
[F:1][C:2]1[CH:3]=[C:4]([C@:9]2([CH3:23])[CH2:14][CH2:13][C:12]([CH3:16])([CH3:15])[C:11](=[O:17])[N:10]2[CH2:18][C:19]([O:21]C)=[O:20])[CH:5]=[C:6]([F:8])[CH:7]=1.C[Si](C)(C)[O-].[K+:29]>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([C@:9]2([CH3:23])[CH2:14][CH2:13][C:12]([CH3:15])([CH3:16])[C:11](=[O:17])[N:10]2[CH2:18][C:19]([O-:21])=[O:20])[CH:5]=[C:6]([F:8])[CH:7]=1.[K+:29]

Komponenten

4

Edukt 2

HCID 23668039Potassium trimethylsilanolate2×HCID 57974130Methyl [(2S)-2-(3,5-difluorophenyl)-2,5,5-trimethyl-6-oxopiperidin-1-yl]acetate

Produkt 1

HCID 66973013Potassium [(2S)-2-(3,5-difluorophenyl)-2,5,5-trimethyl-6-oxopiperidin-1-yl]acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of methyl [(2S)-2-(3,5-difluorophenyl)-2,5,5-trimethyl-6-oxopiperidin-1-yl]acetate from Step D (298 mg, 0.916 mmol) in THF (9 mL) at ambient temperature was added potassium trimethylsilanolate (147 mg, 1.14 mmol). The reaction was stirred for 24 hours and found to be incomplete by LCMS analysis. Additional quantities of potassium trimethylsilanolate were added as needed. The reaction was concentrated in vacuo to give a residue that required no further purification. MS: m/z=312 (M+1 for parent acid).

Aufarbeitung

  1. concentrationThe reaction was concentrated in vacuo
  2. customto give a residue that
  3. customno further purification

Quellen und Nachweise

ORD-Eintrag
ord-6177c6ad38994a48844af600cfcb02a8
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07625901B2

Notizen zur Reaktion

Wird geladen…