7-Nitro-1,2,3,4-tetrahydronaphthalen-1-ol → 7-Amino-1,2,3,4-tetrahydronaphthalen-1-ol

HRID 423915Notes

Reaction equation

HRID 423915 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]=1

Participants

3

Reactant 1

HCID 110087787-Nitro-1,2,3,4-tetrahydronaphthalen-1-ol

Product 1

HCID 158408097-Amino-1,2,3,4-tetrahydronaphthalen-1-olYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

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

  1. customthe flask was flushed with N2 (g)
  2. addition10% Pd—C (10 mg) was added
  3. filtrationThe reaction was filtered
  4. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-de1ccc4a703641199955bc33959ee7cf
Source dataset
uspto-grants-2012_01
Patent number
US08101767B2

Reaction notes

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