Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → HCID 178499690, compound

HRID 1458340Notes

Reaction equation

HRID 1458340 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]=O)=[CH:9][C:4]=2[N:3]=[CH:2]1.[CH3:12][O:13][C:14](=[O:35])[CH:15]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>>[CH3:12][O:13][C:14](=[O:35])[CH:15]=[CH:10][C:8]1[CH:7]=[CH:6][C:5]2[NH:1][CH:2]=[N:3][C:4]=2[CH:9]=1

Participants

3

Reactant 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 178418743HCID 178418743, compound

Product 1

HCID 178499690HCID 178499690, compoundYield 74.3%

Procedure

To a solution of 1H-benzoimidazole-5-carboxaldehyde (250 mg in 12 mL dry tetrahydrofuran) at 0° C. was added 1.43 g methyl(triphenylphosphoranylidene)acetate and the mixture allowed to warm to room temperature. After 24 hours the mixture was concentrated in vacuo and purified by flash chromatography on silica gel (methylene chloride:methanol, 93:7) to give the title compound (257 mg).

Workup

  1. concentrationAfter 24 hours the mixture was concentrated in vacuo
  2. custompurified by flash chromatography on silica gel (methylene chloride:methanol, 93:7)

Sources & evidence

ORD record
ord-30a3e8d15b3a4dc9bc79539ff20fa1b5
Source dataset
uspto-grants-1998_12
Patent number
US05849764

Reaction notes

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