Methanol → HCID 9245646, compound

HRID 1487122Notes

Reaction equation

HRID 1487122 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:16]=[CH:17][CH:18]=1)[C:7]([N:9]1[CH2:14][CH2:13][C:12](=[O:15])[CH2:11][CH2:10]1)=[O:8])([O-:3])=[O:2].CO.[BH4-].[Na+]>C1COCC1.O>[OH:15][CH:12]1[CH2:13][CH2:14][N:9]([C:7]([C:6]2[CH:16]=[CH:17][CH:18]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)=[O:8])[CH2:10][CH2:11]1

Participants

6

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 24690506HCID 24690506, compound

Product 1

HCID 9245646HCID 9245646, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 1-(3-nitrobenzoyl)piperidin-4-one (1.5 g, 6.04 mmol) in THF: Methanol (20 mL, 1:1), was added sodium borohydride (0.229 g, 6.04 mmol) at room temp. Reaction mixture was stirred at room temperature for 30 min. and diluted with water (20.0 ml), extracted with ethyl acetate (3×30.0 ml). Combined organic layer was dried over sodium sulphate and the solvents were removed under vacuum to obtain the title compound. (1 gm).

Workup

  1. customReaction mixture
  2. extractionextracted with ethyl acetate (3×30.0 ml)
  3. dry with materialCombined organic layer was dried over sodium sulphate
  4. customthe solvents were removed under vacuum

Sources & evidence

ORD record
ord-90e56ef502524789823c11320139129d
Source dataset
uspto-grants-2016_08
Patent number
US09428499B2

Reaction notes

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