Methyl 3-formylbenzoate → HCID 19102613, compound

HRID 1109777Notes

Reaction equation

HRID 1109777 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])=O.[Cl-].C1([P+](C2C=CC=CC=2)(C2C=CC=CC=2)[CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=2)C=CC=CC=1.C([Li])CCC>O1CCCC1>[N:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1/[CH:21]=[CH:1]/[C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7]

Participants

5

Reactant 3

HCID 639145Methyl 3-formylbenzoateHCID 11058219Phosphonium, triphenyl(2-pyridinylmethyl)-, chlorideHCID 178418339Butyllithium

Product 1

HCID 19102613HCID 19102613, compoundYield 45.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Using the procedure of Preparation H1, 750 mg of methyl 3-formylbenzoate, 2.14 g of triphenyl 2-pyridylmethyl phosphonium chloride and 2.0 ml of a 2.5M solution of n-butyl lithium in 30 ml of dry tetrahydrofuran gave 496 mg of the titled product.

Sources & evidence

ORD record
ord-c6401d457251463eb48286b76f2e344e
Source dataset
uspto-grants-1994_06
Patent number
US05322847

Reaction notes

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