Diazomethane → HCID 20531244, compound

HRID 1759580Notes

Reaction equation

HRID 1759580 reaction equation
[N+](=[CH2:3])=[N-].[CH3:4][C:5]1[O:9][C:8]2[CH:10]=[CH:11][C:12]([C:14](=[O:18])[C:15]([OH:17])=[O:16])=[CH:13][C:7]=2[CH:6]=1>C(OCC)C.C(O)(=O)C>[CH3:4][C:5]1[O:9][C:8]2[CH:10]=[CH:11][C:12]([C:14](=[O:18])[C:15]([O:17][CH3:3])=[O:16])=[CH:13][C:7]=2[CH:6]=1

Participants

5

Reactant 2

HCID 9550Diazomethane2×HCID 20531217HCID 20531217, compound

Product 1

HCID 20531244HCID 20531244, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 3283Diethyl EtherSolvent

Procedure

An ethereal solution of diazomethane is added in portions to a solution of 2-methyl-5-benzo(b)furanylglyoxylic acid in dry ethyl ether until the yellow color of diazomethane persists. The resulting mixture is stirred five minutes and a few drops of ethereal acetic acid added to consume the excess reagent. The ether solution is washed with water, dilute sodium bicarbonate solution, water again and dried over anhydrous magnesium sulfate. The ether is evaporated to obtain methyl 2-methyl-5-benzo(b)furanylglyoxylate.

Workup

  1. customto consume the excess reagent
  2. washThe ether solution is washed with water, dilute sodium bicarbonate solution, water again
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe ether is evaporated

Sources & evidence

ORD record
ord-c31db2934c3f44e4a9aa9654512638ee
Source dataset
uspto-grants-1982_07
Patent number
US04341792

Reaction notes

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