Tetrahydrofuran → 5-Methoxythiazole-2-carboxylic acid
Reaction equation
[CH3:1][O:2][C:3]1[S:7][C:6]([C:8]([O:10]CC)=[O:9])=[N:5][CH:4]=1.C1COCC1>>[CH3:1][O:2][C:3]1[S:7][C:6]([C:8]([OH:10])=[O:9])=[N:5][CH:4]=1Participants
3
Procedure
To a solution of ethyl 5-methoxythiazole-2-carboxylate (73 mg, 0.39 mmol) in THF (1 ml) 1 M LiOH-solution (0.78 ml, 0.78 mmol) was added. Reaction mixture was stirred at RT for 1 h. Reaction was quenched by adding 1 M HCl solution until pH was about 5. Solvents were evaporated and thus obtained crude title compound was used without purification. 1H-NMR (400 MHz; d6-DMSO): δ 3.88 (s, 3H), 7.12 (s, 1H).
Workup
- customReaction mixture
- customReaction
- customwas quenched
- additionby adding 1 M HCl solution until pH was about 5
- customSolvents were evaporated
Sources & evidence
- ORD record
- ord-42cb9e00868d4de1a3a9aa5c45ed3d7c
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08975254B2
Reaction notes
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