tert-Butanol → HCID 22459185, compound

HRID 1896285Notes

Reaction equation

HRID 1896285 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.[C:16]([OH:20])([CH3:19])([CH3:18])[CH3:17]>[Cu](Cl)Cl>[C:16]([O:20][C:8](=[N:7][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)[NH:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)([CH3:19])([CH3:18])[CH3:17]

Participants

4

Reactant 2

HCID 6386tert-ButanolHCID 10868Dicyclohexylcarbodiimide

Product 1

HCID 22459185HCID 22459185, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 24014Cupric ChlorideCatalyst

Procedure

A suspension of dicyclohexyl carbodiimide (2.00 g, 9.70 mmol), tert-butanol (1.00 ml, 10.6 mmol) and a catalytic amount of copper chloride (9.0 mg, 90 μmol) was stirred at room temperature for 24 h. The reaction mixture was filtered through a pad of celite, washed with CHCl3 (5 ml) and the solvent was evaporated under vacuum to afford 2.5 g (74%) of compound 2-tert-butyl-1,3-dicyclohexylisourea as a pale green thick liquid.

Workup

  1. filtrationThe reaction mixture was filtered through a pad of celite
  2. washwashed with CHCl3 (5 ml)
  3. customthe solvent was evaporated under vacuum

Sources & evidence

ORD record
ord-a80d09e981854434a1355227b05e21c9
Source dataset
uspto-grants-2013_08
Patent number
US08518948B2

Reaction notes

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