Ethyl diazoacetate → HCID 90177064, compound

HRID 919309Notes

Reaction equation

HRID 919309 reaction equation
[CH:1]([C:3]1[CH:12]=[CH:11][C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[N:4]=1)=[CH2:2].[N+](=[CH:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[N-]>C1(C)C=CC=CC=1>[N:4]1[C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]=2[CH:11]=[CH:12][C:3]=1[CH:1]1[CH2:2][CH:15]1[C:16]([O:18][CH2:19][CH3:20])=[O:17]

Participants

4

Reactant 2

HCID 12192Ethyl diazoacetateHCID 22935206HCID 22935206, compound

Product 1

HCID 90177064HCID 90177064, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2 (1.6 g, 10 mmol) in toluene (50 ml) was treated with ethyl diazoacetate (1.7 g, 15 mmol) and stirred at reflux overnight. The mixture was concentrated and the residue was purified by gradient elution on silica gel (0 to 10% EtOAc in hexanes) to afford the title compound as a pale yellow oil. LRMS m/z (M+H) 246.2 found, 246.2 required.

Workup

  1. temperatureat reflux overnight
  2. concentrationThe mixture was concentrated
  3. customthe residue was purified by gradient elution on silica gel (0 to 10% EtOAc in hexanes)

Sources & evidence

ORD record
ord-17ff61d70c34477b905a9fae1e64a74a
Source dataset
uspto-grants-2016_03
Patent number
US09273033B2

Reaction notes

Loading…