Water → HCID 69669827, compound

HRID 1943588Notes

Reaction equation

HRID 1943588 reaction equation
C([O:4][CH:5]1[CH2:8][C:7]2([CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][C:18]3[N:19]=[CH:20][S:21][CH:22]=3)=[O:15])[CH2:10][CH2:9]2)[CH2:6]1)(=O)C.O.C(=O)([O-])[O-].[K+].[K+]>CO>[OH:4][CH:5]1[CH2:6][C:7]2([CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][C:18]3[N:19]=[CH:20][S:21][CH:22]=3)=[O:15])[CH2:10][CH2:9]2)[CH2:8]1

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 69669816HCID 69669816, compound

Product 1

HCID 69669827HCID 69669827, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.267 g (0.82 mmole) of the thiazol-4-ylmethyl 2-acetoxy-7-aza-spiro[3.5]nonane-7-carboxylate obtained in stage 1.2 is dissolved in 2 ml of methanol then 0.5 ml of water and 0.114 g (0.82 mmole) of potassium carbonate are added. After stirring for 1 hr at ambient temperature, the medium is concentrated under vacuum then taken up in water. The aqueous solution is extracted twice with dichloromethane then the organic phases are combined, dried over sodium sulphate, filtered and concentrated to dryness. 0.222 g of the expected product are obtained in the form of a colour-less oil.

Workup

  1. concentrationthe medium is concentrated under vacuum
  2. extractionThe aqueous solution is extracted twice with dichloromethane
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-0b9cd320d62c43efa7ba5691d30690da
Source dataset
uspto-grants-2013_03
Patent number
US08394787B2

Reaction notes

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