Hydrochloric Acid → HCID 86652634, compound

HRID 2092712Notes

Reaction equation

HRID 2092712 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:15][CH2:14][C:13]3([CH2:20][CH2:19][C:18](=[CH:21][O:22]C)[CH2:17][CH2:16]3)[C:12]2=[O:24])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl>C1COCC1>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([N:11]2[CH2:15][CH2:14][C:13]3([CH2:16][CH2:17][CH:18]([CH:21]=[O:22])[CH2:19][CH2:20]3)[C:12]2=[O:24])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66580305HCID 66580305, compound

Product 1

HCID 86652634HCID 86652634, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-(4-tert-butylphenyl)-8-(methoxymethylene)-2-aza-spiro[4.5]decan-1-one (793 mg, 2.42 mmol,) in THF (10 mL) was added 2N HCl (12.1 mL, 24.2 mmol). The reaction mixture was stirred at room temperature overnight and then quenched with sat NaHCO3 (aq), and extracted with EtOAc. The organic layers were combined washed with brine, dried (Na2SO4), filtered and concentrated in vacuo to give the desired product as a white solid (750 mg, 98%) which did not require any further purification. MS (m/e): 314.2 (MH+).

Workup

  1. customquenched with sat NaHCO3 (aq)
  2. extractionextracted with EtOAc
  3. washThe organic layers were combined washed with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-82ab3613cb044a2dbf6513d0738948d6
Source dataset
uspto-grants-2013_05
Patent number
US08440710B2

Reaction notes

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