HCID 86698251, compound → HCID 67983443, compound

HRID 530890Notes

Reaction equation

HRID 530890 reaction equation
[F:1][C:2]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:3]=1[O:4][C:5]1([CH2:13][OH:14])[CH2:10][CH2:9][CH2:8][N:7]([N:11]=O)[CH2:6]1>C(O)(=O)C.O.[Zn]>[NH2:11][N:7]1[CH2:8][CH2:9][CH2:10][C:5]([CH2:13][OH:14])([O:4][C:3]2[CH:15]=[C:16]([F:19])[CH:17]=[CH:18][C:2]=2[F:1])[CH2:6]1

Participants

5

Reactant 1

HCID 86698251HCID 86698251, compound

Product 1

HCID 67983443HCID 67983443, compound

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent2×HCID 962WaterSolvent

Procedure

To the suspension of zinc dust (10 mmol, 0.65 g) in a mixture of acetic acid (5 mL) and water (5 mL) was added a solution of (3-(2,5-difluorophenoxy)-1-nitrosopiperidin-3-yl)methanol in acetic acid. The reaction mixture was stirred at room temperature for an hour. The mixture was filtered. The filtrate was basified with sodium hydroxide aqueous solution. The organics were extracted with EtOAc. The product, (1-amino-3-(2,5-difluorophenoxy)piperidin-3-yl)methanol, was obtained after removal of the solvent.

Workup

  1. filtrationThe mixture was filtered
  2. extractionThe organics were extracted with EtOAc

Sources & evidence

ORD record
ord-cfc5780c8f3c4748b903c8fe2615d82d
Source dataset
uspto-grants-2016_05
Patent number
US09351965B2

Reaction notes

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