Dicyclohexylcarbodiimide → HCID 58526175, compound

HRID 1184991Notes

Reaction equation

HRID 1184991 reaction equation
[CH:1]1([N:7]=[C:8]=[N:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:16]([N:18]([CH2:20][CH3:21])[OH:19])[CH3:17].[OH-].[Na+]>C1COCC1>[CH:10]1([NH:9][C:8](=[N:7][CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[O:19][N:18]([CH2:20][CH3:21])[CH2:16][CH3:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 14798Sodium HydroxideHCID 19463Diethylhydroxylamine

Product 1

HCID 58526175HCID 58526175, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of dicyclohexylcarbodiimide (10.3 g, 50 mmol) and N,N-diethylhydroxylamine (6.7 g, 75 mmol) in THF (30 ml) is added finely powdered NaOH (0.2 g) and the mixture is stirred at room temperature for 50 hours. The reaction mixture is then filtered and the filtrate is evaporated on the rotary evaporator below 45° C. to afford 13.24 g of the title compound as a light yellow oil.

Workup

  1. filtrationThe reaction mixture is then filtered
  2. customthe filtrate is evaporated on the rotary evaporator below 45° C.

Sources & evidence

ORD record
ord-e4fe1f6d56374ff9b805c2dcee087403
Source dataset
uspto-grants-2014_03
Patent number
US08669398B2

Reaction notes

Loading…