Ammonia → HCID 82040968, compound

HRID 1487148Notes

Reaction equation

HRID 1487148 reaction equation
[CH3:1][C:2]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=1)([CH3:6])[C:3](O)=[O:4].C1N=C[N:19](C(N2C=NC=C2)=O)C=1.N>O1CCCC1>[CH3:1][C:2]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=1)([CH3:6])[C:3]([NH2:19])=[O:4]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 682631,1'-CarbonyldiimidazoleHCID 20985784HCID 20985784, compound

Product 1

HCID 82040968HCID 82040968, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The mixture of 2-methyl-2-(3-nitrophenoxy)propanoic acid (1 g, 4.44 mmol) and CDI (1.080 g, 6.66 mmol) in Tetrahydrofuran (10 ml) was stirred at room temperature for 3 hr, ammonia (2.0 M in Methanol, 10 ml) was added, and the mixture was stirred at room temperature for 1 hr. The reaction mixture was concentrated under vacuum and the residue was treated with pentane to afford the title product (0.914 g).

Workup

  1. stirringthe mixture was stirred at room temperature for 1 hr
  2. concentrationThe reaction mixture was concentrated under vacuum
  3. additionthe residue was treated with pentane

Sources & evidence

ORD record
ord-831db199fb944537a53998ebab9e1aff
Source dataset
uspto-grants-2016_08
Patent number
US09428499B2

Reaction notes

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