Sodium Thiosulfate → HCID 86599455, compound

HRID 2205459Notes

Reaction equation

HRID 2205459 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][C:11]([F:14])([F:13])[F:12])=[CH:6][C:3]=1[CH:4]=[O:5].C1C(=O)N([I:22])C(=O)C1.S([O-])([O-])(=O)=S.[Na+].[Na+]>CN(C=O)C>[OH:1][C:2]1[C:9]([I:22])=[CH:8][C:7]([O:10][C:11]([F:12])([F:13])[F:14])=[CH:6][C:3]=1[CH:4]=[O:5]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 120273N-IodosuccinimideHCID 12680582-Hydroxy-5-(trifluoromethoxy)benzaldehyde

Product 1

HCID 86599455HCID 86599455, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-hydroxy-5-(trifluoromethoxy)benzaldehyde (2.0 g, 9.7 mmol) was dissolved into DMF (20 mL) and then added with NIS (5.4 g, 24 mmol) in batches. The mixture was stirred for 2 days at room temperature. At the end of reaction, saturated sodium thiosulfate solution was added and extracted with ethyl acetate, and the organic phase was dried and evaporated in vacuum to obtain the product (0.30 g, 78%) by column chromatography.

Workup

  1. additionwas added
  2. extractionextracted with ethyl acetate
  3. customthe organic phase was dried
  4. customevaporated in vacuum

Sources & evidence

ORD record
ord-3b04c4e81d374403a7c18ea9109fc130
Source dataset
uspto-grants-2016_06
Patent number
US09371305B2

Reaction notes

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