2,4,5-Trimethoxybenzaldehyde → 3-Hydroxy-3-(2,4,5-trimethoxyphenyl)-1-propyne

HRID 428689Notes

Reaction equation

HRID 428689 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[CH:7][C:4]=1[CH:5]=[O:6].[C:15]([Mg]Cl)#[CH:16]>C1COCC1>[OH:6][CH:5]([C:4]1[CH:7]=[C:8]([O:13][CH3:14])[C:9]([O:11][CH3:12])=[CH:10][C:3]=1[O:2][CH3:1])[C:15]#[CH:16]

Participants

4

Reactant 2

HCID 205252,4,5-TrimethoxybenzaldehydeHCID 178462451HCID 178462451, compound

Product 1

HCID 183592263-Hydroxy-3-(2,4,5-trimethoxyphenyl)-1-propyne

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Hydroxy-3-(2,4,5-trimethoxyphenyl)-1-propyne was prepared according to Method A above from 2,4,5-trimethoxybenzaldehyde (0.784 g, 4 mmol) (Aldrich) in THF (20 mL) and ethynylmagnesium chloride (5 mmol, 10 mL, 0.5M solution in tetrahydrofuran) (Aldrich). (Yield 548 mg, 71%).

Sources & evidence

ORD record
ord-8abde0dc567c4c4f8bd01565a73b75e0
Source dataset
uspto-grants-2001_11
Patent number
US06313310B1

Reaction notes

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