Veratraldehyde → HCID 14887792, compound

HRID 1174548Notes

Reaction equation

HRID 1174548 reaction equation
[C:1]([Br:5])(Br)(Br)[Br:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:25][O:26][C:27]1[CH:28]=[C:29]([CH:32]=[CH:33][C:34]=1[O:35][CH3:36])[CH:30]=O>C(Cl)Cl>[Br:2][C:1]([Br:5])=[CH:30][C:29]1[CH:32]=[CH:33][C:34]([O:35][CH3:36])=[C:27]([O:26][CH3:25])[CH:28]=1

Participants

5

Reactant 3

HCID 8419VeratraldehydeHCID 11205Carbon tetrabromideHCID 11776Triphenylphosphine

Product 1

HCID 14887792HCID 14887792, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

According to the General Procedure F, carbon tetrabromide (4.00 g, 12.05 mmol), triphenylphosphine (6.30 g, 24.10 mmol) and 3,4-Dimethoxybenzaldehyde (2.00 g, 12.05 mmol) are converted to give after workup and chromatography (SiO2, CH2Cl2, Rf=0.48) the title compound (3.76 g, 11.68 mmol, 97%) as a yellow oil.

Sources & evidence

ORD record
ord-34057434c57e4dc6adf32c457928ac60
Source dataset
uspto-grants-2010_11
Patent number
US07838521B2

Reaction notes

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