Sodium Cyanide → HCID 73013690, compound

HRID 1052219Notes

Reaction equation

HRID 1052219 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-4fa2c1577b1044a7833d2df817669d56
Source dataset
uspto-grants-2016_07
Patent number
US09388195B2

Reaction notes

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