Potassium Iodide → HCID 178521468, compound

HRID 1112776Notes

Reaction equation

HRID 1112776 reaction equation
[CH3:1][C:2]1([CH3:9])[O:6][CH:5]([CH2:7][OH:8])[CH2:4][O:3]1.[H-].[Na+].Br[C:13]1[S:14][CH:15]=[CH:16][CH:17]=1.[I-].[K+]>O>[CH2-:1][C:2]([CH3:9])=[O:3].[OH:3][CH2:4][CH:5]([OH:6])[CH2:7][O:8][C:13]1[S:14][CH:15]=[CH:16][CH:17]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 7528SolketalHCID 138512-BromothiopheneHCID 24758Sodium hydride

Product 1

HCID 178521468HCID 178521468, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 350 ml. of solketal, 25 g. of sodium hydride are added at 5° C. After the completion of reaction, 100 g. of 2-bromothiophene, 20 g. of cupric oxide and 500 mg. of potassium iodide are added and the mixture heated at 160° for 44 hours. After cooling to room temperature, 200 ml. of water is slowly added to the reaction. The resulting aqueous mixture is extracted with hexane (3 times, 100 ml. each) and the hexane solution washed with water, dried over magnesium sulfate and evaporated to dryness (vacuum). Distillation of the oily residue gives 1,2-dihydroxy-3-(thien-2-yloxy)propane acetonide, 100 g. b.p. 96°-97° (1 mm).

Workup

  1. customAfter the completion of reaction, 100 g
  2. temperaturethe mixture heated at 160° for 44 hours
  3. extractionThe resulting aqueous mixture is extracted with hexane (3 times, 100 ml
  4. washeach) and the hexane solution washed with water
  5. dry with materialdried over magnesium sulfate
  6. customevaporated to dryness (vacuum)
  7. distillationDistillation of the oily residue

Sources & evidence

ORD record
ord-45ecd42593c04dbf898f1828fb2fbecb
Source dataset
uspto-grants-1978_10
Patent number
US04123550

Reaction notes

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