Hydrochloric Acid → HCID 14937509, compound

HRID 339725Notes

Reaction equation

HRID 339725 reaction equation
[C:1]([CH:3]([CH2:9][C:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].[ClH:18]>CCOCC>[Cl:18][C:1]1[NH:2][C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15633746Ethyl 2-cyano-4-oxo-4-phenylbutanoate

Product 1

HCID 14937509HCID 14937509, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of ethyl 2-cyano-4-oxo-4-phenylbutanoate (8 g, 34.6 mmol) in Et2O (100 ml) was bubbled HCl gas at 0° C. for 30 min. After reaction mixture was stirred for 1 day at 0° C., the resulting solution was evaporated under reduced pressure. The residue was purified with silica gel column (EtOAc:Hx=1:3) to produce title compound (7.3 g, 84.5%) as light yellow solid.

Workup

  1. customAfter reaction mixture
  2. customthe resulting solution was evaporated under reduced pressure
  3. customThe residue was purified with silica gel column (EtOAc:Hx=1:3)

Sources & evidence

ORD record
ord-622d6949fcbd455c80362a034851cd8a
Source dataset
uspto-grants-2014_11
Patent number
US08895558B2

Reaction notes

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