Tin tetrachloride → HCID 18355460, compound

HRID 429336Notes

Reaction equation

HRID 429336 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13].[I:17][C:18]1[CH:19]=[C:20]([CH:24]=[C:25]([I:28])[C:26]=1[OH:27])[C:21](Cl)=[O:22].[Sn](Cl)(Cl)(Cl)Cl>C(Cl)Cl>[I:17][C:18]1[CH:19]=[C:20]([CH:24]=[C:25]([I:28])[C:26]=1[OH:27])[C:21]([C:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[O:1][C:2]=1[CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])=[O:22]

Participants

5

Reactant 3

HCID 24287Tin tetrachlorideHCID 18355461HCID 18355461, compoundHCID 18355462HCID 18355462, compound

Product 1

HCID 18355460HCID 18355460, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

218 g of compound 4 and 409 g of 3,5-diiodo-4-hydroxybenzoyl chloride are dissolved in 2L of anhydrous methylene chloride. Slowly add 287 g of tin(IV) chloride. Stir at room temperature for 12 hours and pour into 3L of ice-water. Wash the organic phase with 5% sodium bicarbonate solution and then with 2N HCl. Dry over sodium sulfate. Evaporate. The product is crystallized from ethanol.

Workup

  1. washWash the organic phase with 5% sodium bicarbonate solution
  2. dry with materialDry over sodium sulfate
  3. customEvaporate
  4. customThe product is crystallized from ethanol

Sources & evidence

ORD record
ord-80bf80fd00e64706a8213fc015b68bf4
Source dataset
uspto-grants-2001_11
Patent number
US06316487B1

Reaction notes

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