Sodium Cyanide → HCID 73013690, compound

HRID 1022966Notes

Reaction equation

HRID 1022966 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-d648332112004e77b5602e0b02ac0b70
Source dataset
uspto-grants-2014_05
Patent number
US08722660B2

Reaction notes

Loading…