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Hydrochloric Acid → rac-3-Amino-7,7,7-trifluoro-2-methylheptan-2-ol hydrochloride

HRID 1624114
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1624114
C1CCCCC=1.[F:7][C:8]([F:29])([F:28])[CH2:9][CH2:10][CH2:11][CH:12]([NH:17]C(=O)OCC1C=CC=CC=1)[C:13]([OH:16])([CH3:15])[CH3:14].[ClH:30]>[Pd].C(O)C.C(OCC)C>[ClH:30].[NH2:17][CH:12]([CH2:11][CH2:10][CH2:9][C:8]([F:7])([F:28])[F:29])[C:13]([CH3:14])([OH:16])[CH3:15]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 3

HCID 313Hydrochloric AcidHCID 8079CyclohexeneHCID 86718190Rac-benzyl (7,7,7-trifluoro-2-hydroxy-2-methylheptan-3-yl)carbamate

Produkt 1

HCID 86718188rac-3-Amino-7,7,7-trifluoro-2-methylheptan-2-ol hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysator
HCID 702
Ethanol
Lösungsmittel
HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Under argon, 319 mg (0.30 mmol, 10% pure) of palladium on activated carbon and 9.1 ml (90.0 mmol) of cyclohexene were added to 1.0 g (3.0 mmol) of rac-benzyl (7,7,7-trifluoro-2-hydroxy-2-methylheptan-3-yl)carbamate Example 101A in ethanol (21 ml), and the reaction mixture was stirred at reflux overnight. The mixture was filtered through a Millipore® filter and the filter cake was washed with ethanol. 3 ml (6.0 mmol) of 2 N hydrochloric acid in diethyl ether were added to the filtrate and the mixture was concentrated and dried under high vacuum. This gave 785 mg (111% of theory) of the target compound. The product was used without further purification for the next reaction.

Aufarbeitung

  1. temperatureat reflux overnight
  2. filtrationThe mixture was filtered through a Millipore®
  3. filtrationfilter
  4. washthe filter cake was washed with ethanol
  5. concentrationthe mixture was concentrated
  6. customdried under high vacuum
  7. customThe product was used without further purification for the next reaction

Quellen und Nachweise

ORD-Eintrag
ord-5d57c30a5b954323ba4aa66d4e2b0456
Quelldatensatz
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08778964B2

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