1,1'-(Diazomethylene)bis(benzene) → HCID 18705268, compound

HRID 2287492

Reaction equation

HRID 2287492 reaction equation
[O:1]=[C:2]1[O:6][CH:5]([C:7]([OH:9])=[O:8])[CH:4]([C:10]([OH:12])=[O:11])[CH2:3]1.[C:13]1([C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[N+]=[N-])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CC(C)=O>[C:13]1([CH:19]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[O:8][C:7]([CH:5]2[CH:4]([C:10]([OH:12])=[O:11])[CH2:3][C:2](=[O:1])[O:6]2)=[O:9])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 612301,1'-(Diazomethylene)bis(benzene)HCID 98259Tetrahydro-5-oxofuran-2,3-dicarboxylic acid

Product 1

HCID 18705268HCID 18705268, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

262 mg of (2RS,3SR)-5-oxotetrahydrofuran-2,3-dicarboxylic acid in 5 ml of acetone was stirred with 291 mg of diphenyldiazomethane at room temperature for 20 minutes. The reaction solution was evaporated in vacuo to dryness. The residue was purified by silica gel column chromatography [chloroform/methanol=100/1→10/1] to give 163 mg of the title compound as a white powder.

Workup

  1. customThe reaction solution was evaporated in vacuo to dryness
  2. customThe residue was purified by silica gel column chromatography [chloroform/methanol=100/1→10/1]

Sources & evidence

ORD record
ord-78f2e9db2e2e4c99a448ea02f49f1e73
Source dataset
uspto-grants-2000_07
Patent number
US06083985

Linked notes

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