Lithium Hydroxide → 7-Formylheptanoic acid
Reaction equation
[Li+].[OH-:2].[O:3]1[CH2:7][CH2:6][CH2:5][CH2:4]1.[OH2:8]>>[O:3]=[CH:7][CH2:6][CH2:5][CH2:4][CH2:4][CH2:5][CH2:6][C:7]([OH:8])=[O:2]Participants
3
Procedure
A solution of the above methyl 8-(4-trans (2-tert-butoxycarbonylaminocyclopropyl)phenylamino)-8-oxooctanoate (0.53 mmol, 220 mg) and LiOH (1.05 mmol, 44 mg) in tetrahydrofuran/water (5 mL/5 mL) was stirred overnight at room temperature. The reaction was quenched by addition of 2 N HCl until pH=4, then the precipitate was filtered, washed with water (3×30 mL) and dried to obtain the pure 8-4-trans(2-tert-butoxycarbonylaminocyclopropyl)phenylamino)-8-oxooctanoic acid as a white solid.
Workup
- customThe reaction was quenched by addition of 2 N HCl until pH=4
- filtrationthe precipitate was filtered
- washwashed with water (3×30 mL)
- customdried
Sources & evidence
- ORD record
- ord-bdaf37b5e7134f1496c56332d33cd7e3
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08765820B2
Reaction notes
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