Sodium Cyanide → HCID 73013690, compound

HRID 1409071Notes

Reaction equation

HRID 1409071 reaction equation
[O:1]=[CH:2][CH2:3][CH:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH2:5]1.[C-:17]#[N:18].[Na+]>C(OCC)C.O.Cl>[C:17]([CH:2]([OH:1])[CH2:3][CH:4]1[CH2:5][CH2:6][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:8][CH2:9]1)#[N:18]

Participants

6

Reactant 2

HCID 8929Sodium CyanideHCID 10353694tert-Butyl 4-(2-oxoethyl)piperidine-1-carboxylate

Product 1

HCID 73013690HCID 73013690, compoundYield 99.8%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of tert-butyl 4-(2-oxoethyl)piperidine-1-carboxylate (60 g) in diethylether (150 mL) were added a solution of sodium cyanide (32.4 g) in water (100 mL) and concentrated hydrochloric acid (55 mL) by small portions at 0° C. The reaction system was stirred for 4 hr, and the organic layer was washed with brine, dried, and concentrated to give the title compound (67.0 g).

Workup

  1. washthe organic layer was washed with brine
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-3d41fc4170ff46ba87d860df24a984d8
Source dataset
uspto-grants-2014_12
Patent number
US08921354B2

Reaction notes

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