Hydrochloric Acid → HCID 66703111, compound

HRID 1642110Notes

Reaction equation

HRID 1642110 reaction equation
[CH3:1][NH:2][CH3:3].[CH3:4][O:5][C:6]1[CH:20]=[CH:19][C:9]([CH2:10][N:11]2[CH2:16][CH2:15][CH:14]([CH:17]=O)[CH2:13][CH2:12]2)=[CH:8][CH:7]=1.[C-:21]#[N:22].[K+].Cl>O.CO>[CH3:1][N:2]([CH3:3])[CH:17]([CH:14]1[CH2:15][CH2:16][N:11]([CH2:10][C:9]2[CH:19]=[CH:20][C:6]([O:5][CH3:4])=[CH:7][CH:8]=2)[CH2:12][CH2:13]1)[C:21]#[N:22]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 9032Potassium CyanideHCID 178939301-(4-Methoxybenzyl)piperidine-4-carboxaldehyde

Product 1

HCID 66703111HCID 66703111, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

40% aqueous dimethylamine solution (2.66 ml, 21 mmol), 1-(4-methoxybenzyl)-piperidine-4-carbaldehyde (750 mg, 3.2 mmol) and potassium cyanide (688 mg, 10.6 mmol) were added, while cooling with ice, to a mixture of 4 N hydrochloric acid (1.2 ml) and methanol (5 ml). The reaction mixture was stirred for 5 d at room temperature, then water (50 ml) was added and extraction with ethyl acetate was carried out (3×50 ml). The combined organic phases were dried over sodium sulfate and concentrated in vacuo.

Workup

  1. extractionextraction with ethyl acetate
  2. dry with materialThe combined organic phases were dried over sodium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c48bb00fe2f74390a43998a49cd302fe
Source dataset
uspto-grants-2012_02
Patent number
US08119633B2

Reaction notes

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