HCID 68458911, compound → HCID 58668697, compound

HRID 2356975Notes

Reaction equation

HRID 2356975 reaction equation
[C:1]1([S:7]([C:10]2[CH:19]=[C:18]3[C:13]([C:14](=[CH:20][C:21]#[N:22])[CH2:15][CH2:16][O:17]3)=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H]>CCOC(C)=O.[Pd]>[C:1]1([S:7]([C:10]2[CH:19]=[C:18]3[C:13]([CH:14]([CH2:20][C:21]#[N:22])[CH2:15][CH2:16][O:17]3)=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 68458911HCID 68458911, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58668697HCID 58668697, compoundYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

(7-Benzenesulfonyl-chroman-4-ylidene)-acetonitrile (395 mg, 1.27 mmol) was dissolved in 4 mL EtOAc and placed in a Parr flask containing 40 g of Pd (10% wt) on carbon. The flask was sealed and shaken overnight under 50 psi of hydrogen. The Pd/C was removed by filtration and the solvent was evaporated under reduced pressure to afford 397 mg (1.26 mmol, 99%) of (7-benzenesulfonyl-chroman-4-yl)-acetonitrile. MS: 314 (M+H)+.

Workup

  1. customThe flask was sealed
  2. customThe Pd/C was removed by filtration
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c567ed085aee45ea9037c67108d95e6e
Source dataset
uspto-grants-2010_07
Patent number
US07759389B2

Reaction notes

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