Reaktion #1985

ord-2fa90453573642919084e8719e36a12a

Reaktionsgleichung

O=C(O)C1(C(F)(F)F)CCN(Cc2ccccc2)C1
compound
O=C(O)C1(C(F)(F)F)CCN(Cc2ccccc2)C1
1-benzyl-3-trifluoromethylpyrrolidine-3-carboxylic acid
[Al+3].[H-].[H-].[H-].[H-].[Li+]
LAH
OCC1(C(F)(F)F)CCN(Cc2ccccc2)C1
title compound
Ausbeute 99.9%
OCC1(C(F)(F)F)CCN(Cc2ccccc2)C1
1-benzyl-3-trifluoromethylpyrrolidine-3-methanol
Ausbeute 99.9%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe reaction was quenched by the sequential dropwise addition of 0.35 mL water, 0.35 mL of 15% NaOH and 1.3 mL of water
  2. 2
    workup.STIRRINGthe mixture was stirred for 1 hour
  3. 3
    Filtrationfiltered
  4. 4
    SonstigeThe filtrate was dried
  5. 5
    Einengenconcentrated

Vorschrift

The compound from step 456a (2.32 g) was dissolved in 60 mL of dry THF, 1.12 eq of LAH (1N in dry THF) was added, and the reaction was stirred under N2 for 3 hours. The reaction was quenched by the sequential dropwise addition of 0.35 mL water, 0.35 mL of 15% NaOH and 1.3 mL of water, then the mixture was stirred for 1 hour and filtered. The filtrate was dried and concentrated to give 2.2 g of the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726182uspto-grants-1998_03