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Hydrochloric Acid → 4-[2,2-Bis(4-fluorophenyl)ethyl]piperidine hydrochloride hydrate

HRID 1709855
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1709855
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)([OH:16])[CH2:9][C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[H][H].[ClH:26].CCOCC>[Pt].CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O.CO>[OH2:16].[ClH:26].[F:23][C:20]1[CH:21]=[CH:22][C:17]([CH:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[CH2:9][CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:18][CH:19]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 15020359alpha,alpha-Bis(4-fluorophenyl)-4-pyridineethanolHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 199831054-[2,2-Bis(4-fluorophenyl)ethyl]piperidine hydrochloride hydrate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23939
Platinum
Katalysator
HCID 887MethanolLösungsmittel
HCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterLösungsmittel

Versuchsvorschrift

A mixture of 10.0 g (0.30 mole) α,α-bis(4-fluoropheny)-4-pyridineethanol of 1.2 g of 5% platinum on carbon catalyst in 200 ml of acetic and was shaken under an atomsphere of hydrogen (49 psi)for 16 hr. The solution was filtered through Celite®, and the solvent was removed in vacuo. The residue was partitioned between methylene chloride and dilute sodium hydroxide. The solvent was removed in vacuo to give an oil. This was dissolved in methanol, an excess of ethereal hydrogen chloride was added and ether was added. A precipitate was collected to give 7.58 g (72.4%)as a white, crystalline solid, m.p. 171°-173° C.

Aufarbeitung

  1. filtrationThe solution was filtered through Celite®
  2. customthe solvent was removed in vacuo
  3. customThe residue was partitioned between methylene chloride and dilute sodium hydroxide
  4. customThe solvent was removed in vacuo
  5. customto give an oil
  6. customA precipitate was collected
  7. customto give 7.58 g (72.4%)as a white, crystalline solid, m.p. 171°-173° C.

Quellen und Nachweise

ORD-Eintrag
ord-24d604a3540e401485aab46c83fd1feb
Quelldatensatz
uspto-grants-1990_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04950674

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