Iodine → HCID 131723630, compound

HRID 1016703Notes

Reaction equation

HRID 1016703 reaction equation
[I:1]I.[C@:3]12([CH2:13]S(O)(=O)=O)[C:10]([CH3:12])([CH3:11])[CH:7]([CH2:8][CH2:9]1)[CH2:6][C:4]2=[O:5].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1(C)C=CC=CC=1>[I:1][CH2:13][C@:3]12[C:10]([CH3:12])([CH3:11])[CH:7]([CH2:8][CH2:9]1)[CH2:6][C:4]2=[O:5]

Participants

5

Reactant 3

HCID 807IodineHCID 11776TriphenylphosphineHCID 218580(1S)-(+)-Camphor-10-sulphonic acid

Product 1

HCID 131723630HCID 131723630, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

120 mmol of iodine are added to a solution of 40 mmol of (1S)-camphor-10-sulfonic acid and 200 mmol of triphenylphosphine in 400 ml of toluene and the solution is refluxed for 15 hours. After cooling to room temperature, the solution is washed twice with 100 ml of water and dried. After removal of the solvent, the crude product is purified by means of chromatography and the product is obtained in a yield of 85%.

Workup

  1. temperaturethe solution is refluxed for 15 hours
  2. washthe solution is washed twice with 100 ml of water
  3. customdried
  4. customAfter removal of the solvent
  5. customthe crude product is purified by means of chromatography
  6. customthe product is obtained in a yield of 85%

Sources & evidence

ORD record
ord-22b28e321d2b43a18fb17c13945fbfe7
Source dataset
uspto-grants-2002_11
Patent number
US06476246B2

Reaction notes

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