Hydrochloric Acid → 4-(6-Phenyl-1,4-dioxaspiro[4.5]decan-6-yl)butanoic acid

HRID 71252Notes

Reaction equation

HRID 71252 reaction equation
[C:1]1([C:7]2([CH2:17][CH2:18][CH2:19][C:20]([O:22]C)=[O:21])[CH2:16][CH2:15][CH2:14][CH2:13][C:8]32[O:12][CH2:11][CH2:10][O:9]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].Cl>CO>[C:1]1([C:7]2([CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])[CH2:16][CH2:15][CH2:14][CH2:13][C:8]32[O:12][CH2:11][CH2:10][O:9]3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66693116Methyl 4-(6-phenyl-1,4-dioxaspiro[4.5]decan-6-yl)butanoate

Product 1

HCID 666926294-(6-Phenyl-1,4-dioxaspiro[4.5]decan-6-yl)butanoic acidYield 97.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 4-(6-phenyl-1,4-dioxaspiro[4.5]decan-6-yl)butanoate (0.137 g, 0.43 mmol) in MeOH (3 mL) was added 1N sodium hydroxide (1.290 mL, 1.290 mmol), and the mixture was stirred at room temp for 4 hrs. It was made acidic with 1.4 mL of 1N HCl and the product was extracted with EtOAc (2×). The combined extracts were washed with brine, dried over Na2SO4 and evaporated to give a solid residue (128 mg).

Workup

  1. extractionthe product was extracted with EtOAc (2×)
  2. washThe combined extracts were washed with brine
  3. dry with materialdried over Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-27ac35eda76f41f3b19bd3c8f40ac49f
Source dataset
uspto-grants-2014_09
Patent number
US08822510B2

Reaction notes

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