HCID 67403017, compound → HCID 50990581, compound

HRID 734764Notes

Reaction equation

HRID 734764 reaction equation
[F:1][C:2]([F:22])([F:21])[CH:3]([CH:5]1[CH2:10][CH2:9][N:8](C(OCC2C=CC=CC=2)=O)[CH2:7][CH2:6]1)[OH:4].[H][H]>CO.[Pd]>[F:22][C:2]([F:1])([F:21])[CH:3]([CH:5]1[CH2:6][CH2:7][NH:8][CH2:9][CH2:10]1)[OH:4]

Participants

5

Reactant 2

HCID 67403017HCID 67403017, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 50990581HCID 50990581, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 3.11 g (9.80 mmol) of benzyl 4-(2,2,2-trifluoro-1-hydroxyethyl)piperidine-1-carboxylate and 300 mg Pd/C (10%) in 30 mL of MeOH was hydrogenated at RT and 3 bar hydrogen pressure for 4 hours. The catalyst was filtered off and the filtrate was evaporated down in vacuo. Yield: 1.82 g (quant. yield); C7H12F3NO (M=183.172); calc.: molpeak (M+H)+: 184; found: molpeak (M+H)+: 184; Rf value: 0.20 (silica gel, EtOAc/MeOH/conc. aqueous ammonia 5:5:0.5).

Workup

  1. customwas hydrogenated at RT
  2. filtrationThe catalyst was filtered off
  3. customthe filtrate was evaporated down in vacuo

Sources & evidence

ORD record
ord-7f8c548d27164ea2ad8c09d9c818dbaa
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Reaction notes

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