Potassium Hydroxide → 2-(2-Piperidin-4-ylphenyl)propan-2-ol

HRID 1428498Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1428498
[OH:1][C:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH:11]1[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]1)([CH3:4])[CH3:3].[OH-].[K+]>C(O)(C)C.O>[NH:14]1[CH2:15][CH2:16][CH:11]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:2]([OH:1])([CH3:3])[CH3:4])[CH2:12][CH2:13]1

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 57459608Tert-butyl 4-[2-(1-hydroxy-1-methyl ethyl)phenyl]piperidine-1-carboxylate

Produkt 1

HCID 574596102-(2-Piperidin-4-ylphenyl)propan-2-ol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

A solution of intermediate D40 (27 g, 5.636 mmol) and KOH (2.433 g, 43.357 mmol) in isopropyl alcohol (13.5 ml) and water (27 ml) was heated at 180° C. under microwave irradiation for 60 min. After cooling to r.t., the mixture was washed with water and NaCl (aqueous saturated solution). The organic phase was dried (Na2SO4) and the solvent evaporated in vacuo. The crude product was purified by column chromatography (silica gel; DCM/7M solution of NH3 in MeOH up to 10% as eluent). The desired fractions were collected and concentrated in vacuo to yield intermediate compound D41 as a yellow solid (1.041. g, 84%). M.P. 219.5° C.

Aufarbeitung

  1. washthe mixture was washed with water and NaCl (aqueous saturated solution)
  2. dry with materialThe organic phase was dried (Na2SO4)
  3. customthe solvent evaporated in vacuo
  4. customThe crude product was purified by column chromatography (silica gel; DCM/7M solution of NH3 in MeOH up to 10% as eluent)
  5. customThe desired fractions were collected
  6. concentrationconcentrated in vacuo
  7. customto yield intermediate compound D41 as a yellow solid (1.041. g, 84%)

Quellen und Nachweise

ORD-Eintrag
ord-8ea1500061b047a3b2c473ae2a7cb236
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08937060B2

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