Hydrochloric Acid → HCID 66848946, compound

HRID 1895525Notes

Reaction equation

HRID 1895525 reaction equation
Cl.[I:2][C:3]1([CH2:6][C@@H:7]([CH2:16][O:17][Si](C)(C)C(C)(C)C)[O:8][Si](C)(C)C(C)(C)C)[CH2:5][CH2:4]1>C1COCC1>[I:2][C:3]1([CH2:6][C@H:7]([OH:8])[CH2:16][OH:17])[CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66848997HCID 66848997, compound

Product 1

HCID 66848946HCID 66848946, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Aqueous HCl solution is added to a solution of (S)-5-((1-iodocyclopropyl)methyl)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecane in THF at 0° C. The mixture is slowly warmed to room temperature and stirred for 24 hours. The reaction is quenched by addition of aqueous NaHCO3 solution, extracted with ethyl acetate, and the combined organic layers washed with brine, dried (MgSO4) and concentrated under reduced pressure to provide (S)-3-(1-iodocyclopropyl)propane-1,2-diol (0.598 mmol).

Workup

  1. customThe reaction is quenched by addition of aqueous NaHCO3 solution
  2. extractionextracted with ethyl acetate
  3. washthe combined organic layers washed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6b6e143f4069417daf550e0f646caf07
Source dataset
uspto-grants-2013_08
Patent number
US08513443B2

Reaction notes

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