Hydrazine hydrate (1:1) → HCID 118168971, compound
Reaction equation
[F:1][CH:2]([F:23])[O:3][CH2:4][C@@H:5]([N:12]1C(=O)C2C(=CC=CC=2)C1=O)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.O.NN>CCO>[F:1][CH:2]([F:23])[O:3][CH2:4][C@H:5]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[NH2:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 85 °C
Procedure
(S)-2-(2-(difluoromethoxy)-1-phenylethyl)isoindoline-1,3-dione (659 mg, 2.077 mmol) was dissolved in EtOH (7 ml), charged with hydrazine hydrate (1.01 ml, 20.77 mmol) and heated to 85° C. for 90 minutes. The reaction was diluted with 10 mL EtOH, filtered, and the solvents were evaporated in vacuo. The residue was purified on silica gel 2-10% MeOH/DCM to provide (S)-2-(difluoromethoxy)-1-phenylethanamine MS: [M+H]+ m/z 188.
Workup
- filtrationfiltered
- customthe solvents were evaporated in vacuo
- customThe residue was purified on silica gel 2-10% MeOH/DCM
Sources & evidence
- ORD record
- ord-0106a92d4ab54287a2343d9bd194c1b1
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09226922B2
Reaction notes
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