Dicyclohexylcarbodiimide → HCID 86664634, compound

HRID 2275470Notes

Reaction equation

HRID 2275470 reaction equation
[CH3:1][C:2](=[N:4][OH:5])[CH3:3].[OH-].[Na+].[CH:8]1([N:14]=[C:15]=[N:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1>C1COCC1.CCCCCC>[CH:17]1([NH:16][C:15](=[N:14][CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[O:5][N:4]=[C:2]([CH3:3])[CH3:1])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1

Participants

6

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 14798Sodium HydroxideHCID 67180Acetone, oxime

Product 1

HCID 86664634HCID 86664634, compoundYield 98.8%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent

Procedure

To a solution of acetone oxime (3.65 g, 0.05 mol) in dry THF (35 ml) is added finely powdered NaOH (0.2 g) and dicyclohexylcarbodiimide (10.3 g, 0.05 mol). The mixture is then stirred 5 h at room temperature under argon. The turbid mixture is thereafter diluted with hexane (30 ml) filtered and evaporated under reduced pressure to afford 13.8 g of the title compound as a slightly yellow liquid.

Workup

  1. filtrationfiltered
  2. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-2af21f85e02b4d41aa386191307db606
Source dataset
uspto-grants-2015_09
Patent number
US09127098B2

Reaction notes

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