Sodium borohydride → 4-Methyl-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

HRID 445290Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 445290
[CH3:1][CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)=[N:4][CH2:3]1.[BH4-].[Na+]>CO>[CH3:1][CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:19])[F:20])=[CH:14][CH:13]=2)[NH:4][CH2:3]1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 595364124-Methyl-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline

Produkt 1

HCID 595362814-Methyl-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A 100-mL round-bottomed flask was charged with 4-methyl-1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline (4.89 g, 16.9 mmol) and MeOH (30 mL). After cooling down to 0° C., sodium borohydride (1.93 g, 50.7 mmol) was added and the mixture was stirred at RT for 45 min. Then, the solvent was removed and the residue redissolved in EtOAc, washed with sat NaHCO3, water and dried over Na2SO4. The mixture was used crude in the next step.

Aufarbeitung

  1. customThen, the solvent was removed
  2. dissolutionthe residue redissolved in EtOAc
  3. washwashed
  4. dry with materialdried over Na2SO4

Quellen und Nachweise

ORD-Eintrag
ord-4fd6007c20b24da0a105220a2c944376
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476297B2

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