تفاعل #1985

ord-2fa90453573642919084e8719e36a12a

معادلة التفاعل

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
المردود 99.9%
OCC1(C(F)(F)F)CCN(Cc2ccccc2)C1
1-benzyl-3-trifluoromethylpyrrolidine-3-methanol
المردود 99.9%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe 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
    ترشيحfiltered
  4. 4
    أخرىThe filtrate was dried
  5. 5
    تركيزconcentrated

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726182uspto-grants-1998_03