Dimethylformamide → HCID 10796784, compound

HRID 572910Notes

Reaction equation

HRID 572910 reaction equation
[CH:1]1([CH2:17]C2C=C(C)C=CC=2S([O-])(=O)=O)[CH2:4][CH:3]([CH2:5][C:6]2C=C(C)C=CC=2S([O-])(=O)=O)[CH2:2]1.[C-]#[N:30].[Na+].C[N:33]([CH:35]=O)C>O>[CH:1]1([CH2:17][C:35]#[N:33])[CH2:4][CH:3]([CH2:5][C:6]#[N:30])[CH2:2]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 8929Sodium CyanideHCID 86719089HCID 86719089, compound

Product 1

HCID 10796784HCID 10796784, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of cyclobutane-1,3-diylbis(methylene)bis(4-methylbenzenesulfonate) I-13 (1 equivalent) in DMF was added NaCN (6 equivalents) and was refluxed for 12 h. During workup, the reaction mixture was diluted with water and the desired compound was extracted with ethyl acetate. Evaporation of the organic solvent furnished I-14.

Workup

  1. temperaturewas refluxed for 12 h
  2. extractionthe desired compound was extracted with ethyl acetate
  3. customEvaporation of the organic solvent
  4. customfurnished I-14

Sources & evidence

ORD record
ord-9c4bb98855394cdebeb135ea15100892
Source dataset
uspto-grants-2015_05
Patent number
US09029531B2

Reaction notes

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