1,3-Benzodioxole-5-carboxaldehyde, 7-methoxy- → 3-Hydroxy-3-(4-methoxy-1,3-benzodioxol-6-yl)-1-propyne

HRID 428693Notes

Reaction equation

HRID 428693 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]2[O:13][CH2:12][O:11][C:10]=12)[CH:6]=[O:7].[C:14]([Mg]Cl)#[CH:15]>C1COCC1>[OH:7][CH:6]([C:5]1[CH:4]=[C:3]([O:2][CH3:1])[C:10]2[O:11][CH2:12][O:13][C:9]=2[CH:8]=1)[C:14]#[CH:15]

Participants

4

Reactant 2

HCID 220161,3-Benzodioxole-5-carboxaldehyde, 7-methoxy-HCID 178462451HCID 178462451, compound

Product 1

HCID 183592973-Hydroxy-3-(4-methoxy-1,3-benzodioxol-6-yl)-1-propyne

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Hydroxy-3-(4-methoxy-1,3-benzodioxol-6-yl)-1-propyne was prepared according to Method A above from 3-methoxy-4,5-methylenedioxybenzaldehyde (0.721 g, 4 mmol) (Lancaster) in THF (20 mL) and ethynylmagnesium chloride (5 mmol, 10 mL, 0.5M solution in tetrahydrofuran) (Aldrich). (Yield 629 mg, 76%).

Sources & evidence

ORD record
ord-09f09693986d43fa958bb0be9160d046
Source dataset
uspto-grants-2001_11
Patent number
US06313310B1

Reaction notes

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