(S)-4-Benzyl-2-(4-fluorophenyl)morpholine → (2S)-2-(4-fluorophenyl)morpholine

HRID 1671480Notes

Reaction equation

HRID 1671480 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[O:13][CH2:12][CH2:11][N:10](CC3C=CC=CC=3)[CH2:9]2)=[CH:4][CH:3]=1.[H][H]>C(O)C.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C@@H:8]2[O:13][CH2:12][CH2:11][NH:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 12002488(S)-4-Benzyl-2-(4-fluorophenyl)morpholineHCID 178418361HCID 178418361, compound

Product 1

HCID 42182795(2S)-2-(4-fluorophenyl)morpholineYield 95.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of (2S)-2-(4-fluorophenyl)-4-(benzyl)morpholine (250 mg) and 5% Pd—C (0.106 g) in ethanol (5 mL) was treated with hydrogen for 1 hr at 33-35° C. The suspension was filtered through celite and washed with ethanol. The solvent was evaporated to give (2S)-2-(4-fluorophenyl)morpholine (160 mg, 94%) as a white solid.

Workup

  1. filtrationThe suspension was filtered through celite
  2. washwashed with ethanol
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-47e46a265d124a5f8e0b44af6e1ccb2c
Source dataset
uspto-grants-2011_08
Patent number
US07994315B2

Reaction notes

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