Hydrochloric Acid → HCID 66848946, compound

HRID 929462Notes

Reaction equation

HRID 929462 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-531948632e364493b0c625e637076878
Source dataset
uspto-grants-2016_03
Patent number
US09296686B2

Reaction notes

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