7-Nitro-1,2,3,4-tetrahydronaphthalen-1-ol → 7-Amino-1,2,3,4-tetrahydronaphthalen-1-ol
Reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH:11]2[OH:14])=[CH:6][CH:5]=1)([O-])=O>CO>[NH2:1][C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][CH:11]2[OH:14])=[CH:6][CH:5]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
7-nitro-1,2,3,4-tetrahydro-naphthalen-1-ol (142 mg, 0.73 mmol) was dissolved in methanol (10 mL) and the flask was flushed with N2 (g). 10% Pd—C (10 mg) was added and the reaction was stirred under H2 (1 atm) at room temperature overnight. The reaction was filtered and the filtrate concentrated to yield 7-amino-1,2,3,4-tetrahydro-naphthalen-1-ol (H-1) (113 mg, 95%). HPLC ret. time 0.58 min, 10-99% CH3CN, 5 min run; ESI-MS 164.5 m/z (MH+).
Workup
- customthe flask was flushed with N2 (g)
- addition10% Pd—C (10 mg) was added
- filtrationThe reaction was filtered
- concentrationthe filtrate concentrated
Sources & evidence
- ORD record
- ord-c7ec7f992f814448a123239face5d7c5
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09090619B2
Reaction notes
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