4-Methoxybenzaldehyde → 1'-Hydroxyestragole

HRID 1428466Notes

Reaction equation

HRID 1428466 reaction equation
[CH:1](=[O:10])[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1.[CH:11]([Mg]Br)=[CH2:12]>C1COCC1>[CH:11]([CH:1]([C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][CH:3]=1)[OH:10])=[CH2:12]

Participants

4

Reactant 2

HCID 312444-MethoxybenzaldehydeHCID 178418507HCID 178418507, compound

Product 1

HCID 400031'-Hydroxyestragole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

p-anisaldehyde (136 mg) was mixed with THF (4 ml) and further mixed with vinylmagnesium bromide (1 N solution) (4 mL), followed by stirring for 12 hours to obtain the title compound (195 mg).

Sources & evidence

ORD record
ord-d2cbe223cead41a19ef0ab2a3aad7cfe
Source dataset
uspto-grants-2015_01
Patent number
US08937091B2

Reaction notes

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