2-tert-Butyl-1,3-diisopropylisourea → HCID 10706022, compound

HRID 1682777Notes

Reaction equation

HRID 1682777 reaction equation
[N+:1]([C:4]1[CH:14]=[CH:13][CH:12]=[CH:11][C:5]=1[CH:6]([OH:10])[C:7]([OH:9])=[O:8])([O-:3])=[O:2].[C:15](OC(=NC(C)C)NC(C)C)([CH3:18])([CH3:17])[CH3:16]>C(Cl)(Cl)Cl>[N+:1]([C:4]1[CH:14]=[CH:13][CH:12]=[CH:11][C:5]=1[CH:6]([OH:10])[C:7]([O:9][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:8])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 110417822-tert-Butyl-1,3-diisopropylisoureaHCID 19044915HCID 19044915, compound

Product 1

HCID 10706022HCID 10706022, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a suspension of 2-nitromandelic acid (0.86 g, 4.4 mmol) in chloroform (10 mL) with stirring is added O-t-butyl-N,N'-diisopropylisourea (2.7 g, 13 mmol). The resulting mixture is stirred overnight, then filtered. The filtrate is concentrated in vacuo, and the residue purified by flash chromatography using EtOAc/chloroform (0%→5%→10%), giving t-butyl 2-nitromandelate (18) as 0.99 g (90%) of a pale brown clear oil.

Workup

  1. stirringThe resulting mixture is stirred overnight
  2. filtrationfiltered
  3. concentrationThe filtrate is concentrated in vacuo
  4. customthe residue purified by flash chromatography

Sources & evidence

ORD record
ord-8eddb6e556cc40cea4c172e5b8fa0354
Source dataset
uspto-grants-1997_06
Patent number
US05635608

Reaction notes

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