Hydrochloric Acid → HCID 22163568, compound

HRID 1087725Notes

Reaction equation

HRID 1087725 reaction equation
[CH2:1]1O[C:4]([N:8]2[CH2:13][CH2:12][CH:11]([CH3:14])[C:10](=[O:15])[CH2:9]2)([O:5]CC)[O:3][CH2:2]1.Cl>O1CCCC1>[CH3:14][CH:11]1[CH2:12][CH2:13][N:8]([C:4]([O:3][CH2:2][CH3:1])=[O:5])[CH2:9][C:10]1=[O:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86744240HCID 86744240, compound

Product 1

HCID 22163568HCID 22163568, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 4-methyl-3-oxopiperidine-1-carboxylate ethylene ketal (94 g, 0.41 mol) in tetrahydrofurane (200 ml) was added concentrated hydrochloric acid (200 ml), and the mixture was stirred for 16 hours at room temperature. Most of the tetrahydrofurane was evaporated in vacuo, and the residue was extracted with dichloromethane (3×200 ml). The organic phase was washed with saturated brine (2×150 ml), dried over magnesium sulphate and evaporated in vacuo to yield oily title product (60.1 g, 0.33 mol, 79%).

Workup

  1. customMost of the tetrahydrofurane was evaporated in vacuo
  2. extractionthe residue was extracted with dichloromethane (3×200 ml)
  3. washThe organic phase was washed with saturated brine (2×150 ml)
  4. dry with materialdried over magnesium sulphate
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-00e81cc57e0048fc86452f7f4ad533bb
Source dataset
uspto-grants-1990_10
Patent number
US04960769

Reaction notes

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