Diiodomethane → HCID 18996357, compound

HRID 374899Notes

Reaction equation

HRID 374899 reaction equation
[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O.I[CH2:15]I>O1CCCC1.[Zn].CC(C)[O-].CC(C)[O-].CC(C)[O-].CC(C)[O-].[Ti+4]>[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:5]=[C:6]([CH:7]=[CH2:15])[CH:9]=[CH:10][CH:11]=1

Participants

6

Reactant 2

HCID 6346DiiodomethaneHCID 6051393-(Trifluoromethoxy)benzaldehyde

Product 1

HCID 18996357HCID 18996357, compound

Reagents, catalysts & solvents 3

HCID 11026Titanium isopropoxideCatalystHCID 23994ZincCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of one mole equivalent of m-trifluoromethoxybenzaldehyde in dry tetrahydrofuran is combined with 5 mole equivalents of diiodomethane, 9 mole equivalents of zinc powder, 1 mole equivalent of titanium tetraisopropoxide, and the mixture is stirred at room temperature for 3 hours. The product is extracted from the mixture after removal of solvent in vacuo to give m-trifluoromethoxyphenylethene.

Workup

  1. extractionThe product is extracted from the mixture
  2. customafter removal of solvent in vacuo

Sources & evidence

ORD record
ord-9859bf8648b8439992e5d609e553e5cc
Source dataset
uspto-grants-1996_01
Patent number
US05482971

Reaction notes

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