benzyl tetrahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6(3H)-carboxylate → hexahydro-2H-[1,4]dioxino[2,3-c]pyrrole
Reaction equation
[O:1]1[CH:6]2[CH2:7][N:8](C(OCC3C=CC=CC=3)=O)[CH2:9][CH:5]2[O:4][CH2:3][CH2:2]1>CO.C(O)=O.[OH-].[OH-].[Pd+2]>[O:1]1[CH:6]2[CH2:7][NH:8][CH2:9][CH:5]2[O:4][CH2:3][CH2:2]1Participants
5
Procedure
To a solution of benzyl tetrahydro-2H-[1,4]dioxino[2,3-c]pyrrole-6(3H)-carboxylate (0.46 g, 1.94 mmol) in MeOH (20 mL) was added two drops of HCO2H followed by 20% Pd(OH)2 (50 mg). The reaction mixture was stirred under H2 for 4 h at rt and was filtered. The filtrate was concentrated in vacuo to give the crude product, which was used for the next step without further purification.
Workup
- filtrationwas filtered
- concentrationThe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-75bb0a9810e448979dfa71fb2945391d
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09181277B2
Reaction notes
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