1-Methyl-1H-pyrrole-2-carbaldehyde → α-Ethynyl-1-methyl-1H-pyrrole-2-methanol

HRID 428673Notes

Reaction equation

HRID 428673 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[CH:7]=[O:8].[C:9]([Mg]Cl)#[CH:10]>C1COCC1>[OH:8][CH:7]([C:3]1[N:2]([CH3:1])[CH:6]=[CH:5][CH:4]=1)[C:9]#[CH:10]

Participants

4

Reactant 2

HCID 145041-Methyl-1H-pyrrole-2-carbaldehydeHCID 178462451HCID 178462451, compound

Product 1

HCID 18359311α-Ethynyl-1-methyl-1H-pyrrole-2-methanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Hydroxy-3-(1-methyl-pyrrol-2-yl)-1-propyne was prepared according to Method A above using 1-methyl-2-pyrrolecarboxaldehyde (0.450 g, 4 mmol) (Aldrich) in THF (20 mL) and ethynylmagnesium chloride (5 mmol, 10 mL, 0.5M solution in tetrahydrofuran) (Aldrich). (Yield 422 mg, 76%).

Sources & evidence

ORD record
ord-0f41f1de5e65435daca5aa6c0b132d11
Source dataset
uspto-grants-2001_11
Patent number
US06313310B1

Reaction notes

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