Formic Acid → Methyl 5-formyl-3-isopropylthiophene-2-carboxylate
Reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([CH:13](OCC)[O:14]CC)=[CH:8][C:9]=1[CH:10]([CH3:12])[CH3:11])=[O:4].C(O)=O>O1CCOCC1>[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([CH:13]=[O:14])=[CH:8][C:9]=1[CH:10]([CH3:11])[CH3:12])=[O:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
A solution of 5-Diethoxymethyl-3-isopropyl-thiophene-2-carboxylic acid methyl ester (0.58 g, 2.03 mmol) in dioxane (5 ml) was cooled to 0° C. (ice bath). 88% formic acid (6 ml) was added in one portion and the mixture was stirred at 0° C. for 5 min and then at rt for 60 min. The reaction mixture was quenched by pouring into EtOAc. The organic layer was washed with water, dried over Na2SO4 and concentrated under reduced pressure to afford the desired product (0.51 g, 99% yield).
Workup
- waitat rt for 60 min
- customThe reaction mixture was quenched
- additionby pouring into EtOAc
- washThe organic layer was washed with water
- dry with materialdried over Na2SO4
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-dd0dab5bb5c0455f8a4488941a877798
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08404859B2
Reaction notes
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