Tetrahydro-2,5-dimethoxyfuran-3-carbaldehyde → 1-(4-methoxyphenyl)-1H-pyrrole-3-carbaldehyde
Reaction equation
CO[CH:3]1[CH:7]([CH:8]=[O:9])[CH2:6][CH:5](OC)O1.Cl.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][CH:16]=1>O>[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]2[CH:5]=[CH:6][C:7]([CH:8]=[O:9])=[CH:3]2)=[CH:17][CH:16]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
2,5-Dimethoxytetrahydrofuran-3-carbaldehyde (7.31 g) and p-anisidine hydrochloride (7.28 g) were added to water (100 ml) and stirred at 60° C. for three hours. The precipitated yellow solid were filtered at the same temperature, washed with water (50 ml), saturated aqueous solution of sodium bicarbonate (50 ml), and further water (50 ml) to give 1-(4-methoxyphenyl)pyrrole-3-carb aldehyde.
Workup
- filtrationThe precipitated yellow solid were filtered at the same temperature
- washwashed with water (50 ml), saturated aqueous solution of sodium bicarbonate (50 ml), and further water (50 ml)
Sources & evidence
- ORD record
- ord-88551588a76e48aaa70c5b1b9d121d31
- Source dataset
- uspto-grants-2015_10
- Patent number
- US09150555B2
Reaction notes
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