Sodium Nitrate → HCID 53782106, compound

HRID 582610Notes

Reaction equation

HRID 582610 reaction equation
[C:1]([CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][C:8]2[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=2[O:6]1)#[N:2].[N+:15]([O-])([O-:17])=[O:16].[Na+]>FC(F)(F)C(O)=O>[C:1]([CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][C:8]2[CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=[CH:14][C:7]=2[O:6]1)#[N:2]

Participants

4

Reactant 2

HCID 24268Sodium NitrateHCID 54104378HCID 54104378, compound

Product 1

HCID 53782106HCID 53782106, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 7.7 g (41 mmol) of 2-cyanoethyl-3,4-dihydro-2H-1-benzopyran in 150 ml of trifluoroacetic acid is reacted for 15 min with 10.5 g (123 mmol) of sodium nitrate, and then the mixture is poured into ice water and the product is extracted with dichloromethane. The organic phase is then dried over sodium sulfate and concentrated under reduced pressure. By chromatography of the residue on a silica column using cyclohexane containing 30% ethyl acetate, 4.5 g of product are obtained.

Workup

  1. extractionthe product is extracted with dichloromethane
  2. dry with materialThe organic phase is then dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customare obtained

Sources & evidence

ORD record
ord-1a3120d80df444e6a2d4d3b3b73729cf
Source dataset
uspto-grants-1999_07
Patent number
US05925662

Reaction notes

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