Hydrochloric Acid → HCID 68470799, compound

HRID 2235205Notes

Reaction equation

HRID 2235205 reaction equation
C([O:3][C:4]([CH:6]1[CH2:15][CH2:14][C:9]2([O:13][CH2:12][CH2:11][O:10]2)[CH2:8][CH:7]1[CH3:16])=[O:5])C.[OH-].[K+].Cl.O>CO>[CH3:16][C@H:7]1[C@@H:6]([C:4]([OH:5])=[O:3])[CH2:15][CH2:14][C:9]2([O:13][CH2:12][CH2:11][O:10]2)[CH2:8]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 12561769HCID 12561769, compound

Product 1

HCID 68470799HCID 68470799, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Dissolve 7-methyl-1,4-dioxa-spiro[4.5]decane-8-carboxylic acid ethyl ester (R. R. Crenshaw, etc., J. Med. Chem., 1973, 16(7), 813-823) (14.09 g, 61.7 mmol) in MeOH (300 mL) and add 2M KOH (60 mL, 120 mmol, 2M in H2O). Stir the reaction for overnight at room temperature, then add 1N HCl until pH=3. Remove MeOH under reduced pressure and add water (200 mL). Extract the aqueous layer with ethyl acetate (3×400 mL). Combine the organic layers and dry with Na2SO4, filter and concentrate to give 11.74 g (95%) of the crude title compound as a white solid

Workup

  1. customthe reaction for overnight at room temperature
  2. extractionExtract the aqueous layer with ethyl acetate (3×400 mL)
  3. dry with materialCombine the organic layers and dry with Na2SO4
  4. filtrationfilter
  5. concentrationconcentrate

Sources & evidence

ORD record
ord-8960e1c5fb0b4389bb8bb1bbc7187fba
Source dataset
uspto-grants-2010_05
Patent number
US07713979B2

Reaction notes

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