Diazomethane → HCID 18668881, compound

HRID 1058577Notes

Reaction equation

HRID 1058577 reaction equation
C([C:4]1[CH:5]=[CH:6][C:7]2[O:11][C:10]([C:12]([O:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[O:13])=[CH:9][C:8]=2[CH:22]=1)(O)=O.[N+](=C)=[N-]>CCOCC>[CH3:15][O:14][C:12]([C:9]1[C:8]2[CH:22]=[CH:4][CH:5]=[CH:6][C:7]=2[O:11][C:10]=1[C:12]([O:14][CH2:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:13])=[O:13]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 18668891HCID 18668891, compound

Product 1

HCID 18668881HCID 18668881, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of the benzyl 5-carboxybenzofuran-2-carboxylate(0.8 g, 2.7 mmol) in Et2O (3 mL) was added a solution of diazomethane in Et2O (8.1 mmol) After stirring at RT for 45 min, argon was bubbled through the solution for 10 minutes. Then, the solution was concentrated in vacuo and was used in the next reaction without further purification (0.144 g, 45%): 1H NMR:

Workup

  1. customargon was bubbled through the solution for 10 minutes
  2. concentrationThen, the solution was concentrated in vacuo
  3. customwas used in the next reaction without further purification (0.144 g, 45%)

Sources & evidence

ORD record
ord-9d5f6c1aec114f49ad9e34553b44b229
Source dataset
uspto-grants-2003_02
Patent number
US06518267B1

Reaction notes

Loading…