Hydrochloric Acid → 8-Formyl-1,4-dioxa-8-azaspiro[4.5]decane-7-carboxylic acid

HRID 2272868Notes

Reaction equation

HRID 2272868 reaction equation
[CH:1]([N:3]1[CH2:12][CH2:11][C:6]2([O:10][CH2:9][CH2:8][O:7]2)[CH2:5][CH:4]1[C:13]([O:15]C)=[O:14])=[O:2].[OH-].[K+].Cl>O1CCOCC1>[CH:1]([N:3]1[CH2:12][CH2:11][C:6]2([O:7][CH2:8][CH2:9][O:10]2)[CH2:5][CH:4]1[C:13]([OH:15])=[O:14])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 117874362Methyl 8-formyl-1,4-dioxa-8-azaspiro[4.5]decane-7-carboxylate

Product 1

HCID 1178742768-Formyl-1,4-dioxa-8-azaspiro[4.5]decane-7-carboxylic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

15.25 g of the compound obtained in Step A (62.7 mmol) are dissolved in 160 ml of dioxane. A solution of 125 mL of 1M KOH is added dropwise, and the whole is stirred at ambient temperature for one hour. There are subsequently added 125 mL of 1M HCl, and the compound is extracted with dichloromethane. The organic phase is dried over MgSO4, filtered and concentrated to dryness. The title product is obtained in the form of a powder.

Workup

  1. extractionthe compound is extracted with dichloromethane
  2. dry with materialThe organic phase is dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-c471a2cf011140b0aeaa2ee6fda0f802
Source dataset
uspto-grants-2015_09
Patent number
US09120791B2

Reaction notes

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