Hydrochloric Acid → HCID 20342630, compound

HRID 2050342Notes

Reaction equation

HRID 2050342 reaction equation
[C:1]([CH2:3][C:4](=[O:9])[C:5]([CH3:8])([CH3:7])[CH3:6])#[N:2].[ClH:10].CCCCCC.[CH3:17][OH:18]>C1(C)C=CC=CC=1>[ClH:10].[CH3:6][C:5]([CH3:8])([CH3:7])[C:4](=[O:9])[CH2:3][C:1](=[NH:2])[O:18][CH3:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 8058HexaneHCID 108871Pentanenitrile, 4,4-dimethyl-3-oxo-

Product 1

HCID 20342630HCID 20342630, compoundYield 97.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a suspension of cyanopinacolone (25.034 g) in anhydrous toluene (50 ml) and anhydrous methanol (8.9 ml) is added gaseous hydrogen chloride (9.9 g) with cooling and stirring at 5° to 10° C., and the whole mixture is allowed to stand at 5° to 10° C. for 25 hours. The reaction mixture is mixed with n-hexane and the precipitated hydrochloride is filtered and washed with ethyl acetate to give methyl 4,4-dimethyl-3-oxopentanimidate hydrochloride (37.746 g) as crystals melting at 104° to 104.5° C. (decomp.). Yield is 97.5%.

Workup

  1. temperaturewith cooling
  2. filtrationthe precipitated hydrochloride is filtered
  3. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-1f84729ff6b849b29fa05c9f9f7fe4de
Source dataset
uspto-grants-1980_04
Patent number
US04200757

Reaction notes

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